C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2014
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 9:00–10:50 B11/132
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
Study Materials
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2013
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (seminar tutor)
Mgr. Jaromír Literák, Ph.D. (seminar tutor)
doc. Mgr. Jakub Švenda, PhD. (seminar tutor)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 8:00–9:50 B11/132
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alpha elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and the influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organometallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles). Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occurrence. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine. Purines (the main representatives, bases of nucleic acids). Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2012
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (seminar tutor)
Mgr. Jaromír Literák, Ph.D. (seminar tutor)
doc. Mgr. Jakub Švenda, PhD. (seminar tutor)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 8:00–9:50 B11/132
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroides and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Teaching methods
lectures with a demontration of the taught topic at chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomenons are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2011
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (seminar tutor)
Mgr. Jaromír Literák, Ph.D. (seminar tutor)
doc. Mgr. Kamil Paruch, Ph.D. (seminar tutor)
prof. Ing. Vladimír Šindelář, Ph.D. (seminar tutor)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 8:00–9:50 B11/132
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 10 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroides and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Teaching methods
lectures with a demontration of the taught topic at chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomenons are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
Study Materials
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2010
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (assistant)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 8:00–9:50 B11/132
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 10 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroides and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Teaching methods
lectures with a demontration of the taught topic at chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomenons are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
Study Materials
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2009
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (assistant)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Fri 8:00–9:50 D1
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 20 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroides and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Teaching methods
lectures with a demontration of the taught topic at chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomenons are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
Study Materials
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2008
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (assistant)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Fri 8:00–9:50 D1
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 20 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroides and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods
The course is represented by a set of lectures and seminars where various phenomenons are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
Study Materials
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2007
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (assistant)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 8:00–9:50 A,01026, Wed 8:00–9:50 G1,01004
Prerequisites
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 27 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of carbon skelton derivatives. Structure and reactivity of functional groups, their influence upon reactivity of the carbon skeleton and opposite. Sacharides, steroides and heterocyclic compounds in overwiev.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • McMurry, John. Organic chemistry [McMurry, 1995]. 4th ed. Pacific Grove : Brooks/Cole publishing company, Český překlad 2007
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2006
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Thu 10:00–11:50 A,01026
Prerequisites
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 27 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of carbon skelton derivatives. Structure and reactivity of functional groups, their influence upon reactivity of the carbon skeleton and opposite. Sacharides, steroides and heterocyclic compounds in overwiev.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2005
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Timetable
Tue 11:00–12:50 A,01026
Prerequisites
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 27 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of carbon skelton derivatives. Structure and reactivity of functional groups, their influence upon reactivity of the carbon skeleton and opposite. Sacharides, steroides and heterocyclic compounds in overwiev.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2004
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Timetable
Tue 10:00–11:50 U-aula
Prerequisites
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 27 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of carbon skelton derivatives. Structure and reactivity of functional groups, their influence upon reactivity of the carbon skeleton and opposite. Sacharides, steroides and heterocyclic compounds in overwiev.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2003
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Prerequisites
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 27 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of carbon skelton derivatives. Structure and reactivity of functional groups, their influence upon reactivity of the carbon skeleton and opposite. Sacharides, steroides and heterocyclic compounds in overwiev.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2002
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Prerequisites
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of carbon skelton derivatives. Structure and reactivity of functional groups, their influence upon reactivity of the carbon skeleton and opposite. Sacharides, steroides and heterocyclic compounds in overwiev.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2001
Extent and Intensity
2/0/0. 3 credit(s). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions.Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers (C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines.Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • MCMURRY, John. Fundamentals of organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1998, xxii, 566,. ISBN 0-534-35245-4. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2000
Extent and Intensity
2/0/0. 3 credit(s). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions.Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers (C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines.Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • MCMURRY, John. Fundamentals of organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1998, xxii, 566,. ISBN 0-534-35245-4. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 1999
Extent and Intensity
2/2/0. 5 credit(s). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions.Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers (C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines.Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • MCMURRY, John. Fundamentals of organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1998, xxii, 566,. ISBN 0-534-35245-4. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Further comments (probably available only in Czech)
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2024

The course is not taught in Autumn 2024

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
In-person direct teaching
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2023

The course is not taught in Autumn 2023

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2022

The course is not taught in Autumn 2022

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
autumn 2021

The course is not taught in autumn 2021

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2020

The course is not taught in Autumn 2020

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2019

The course is not taught in Autumn 2019

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2018

The course is not taught in Autumn 2018

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
autumn 2017

The course is not taught in autumn 2017

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2016

The course is not taught in Autumn 2016

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II/1

Faculty of Science
Autumn 2015

The course is not taught in Autumn 2015

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
doc. Mgr. Jakub Švenda, PhD. (lecturer)
Benoit Jean-Pierre Carbain, PhD. (assistant)
Mgr. Ondřej Hylse, Ph.D. (assistant)
RNDr. Slávka Janků, Ph.D. (assistant)
Mgr. Jaromír Literák, Ph.D. (assistant)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroids and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II 1. Alkenes and alkynes. Reactivity of the nucleophilic alkenes (Organic Chemistry I). Addition of electrophiles onto alkenes and alkynes: halogenations, hydration, epoxidation, hydroboration, dihydroxylation, hydrogenation. Radical additions. Carbocation rearrangements. Preparation of alkenes and alkynes. 2. Alcohols, Thiols, Amines and their derivatives. Acidity and basicity. Nucleophilicity. Substitution / elimination and the role of leaving group (Organic Chemistry I). Preparation of alcohols (hydration, hydroboration, reduction of carbonyl compounds). Conversion of hydroxyl group into good leaving groups (halides, sulfonates) – application in substitution and elimination reactions. Amines as common organic bases. Preparation of amines (alkylation, reductive amination). Conversion of amino group into quarternary ammonium salts and N-oxides. Preparation of thiols and their oxidation to sulfoxides and sulfones. Ethers and epoxides – preparation and reactivity. Oxidation of alcohols to carbonyl compounds. 3. Aldehydes and ketones. Addition to the carbonyl group (Organic Chemistry I). Irreversible addition reactions. Organolithium and organomagnesium reagents and formation of C-C bonds. Reversible addition reactions with alcohols (hemiacetals, acetals) and amines (imines, enamines). Protecting groups. Reductive amination and Wittig reaction. 4. Enols and enolates. Keto-enol tautomerism (Organic Chemistry I). Contrast with reactivity of carbonyl group and similarities with reactivity of alkenes. Halogenation, alkylation, aldol reaction, and Mannich reaction. Synthetic equivalents of enols and enolates (enamines, enol ethers). 1,2- versus 1,4-addition. 5.Carboxylic acid derivatives. Substitution at the carbonyl group (Organic Chemistry I). Preparation of and conversion between the individual derivatives (acid chlorides, anhydrides, esters, amides). Chemoselectivity. Extension of the enolate chemistry: Claisen condensation. Common features of rearrangements: Baeyer-Villiger oxidation, Schmidt rearrangement, Curtius rearrangement, Beckmann rearrangement. 6. Aromatic compounds. Aromaticity, electrophilic and nucleophilic aromatic substitution, and substituent effects (Organic Chemistry I). Synthetic strategies for preparation of polysubstituted aromatic rings. 7. Dienes and polyenes. Conjugation and delocalization (Organic Chemistry I). Pericyclic reactions (Diels-Alder reaction, electrocyclizations, sigmatropic rearrangements). Power of transition metal chemistry: preparation of alkenes and dienes (cross-couplings, olefin metathesis). 8. Alkanes and carbenes. Radical substitution. Preparation and reactivity of carbenes: cyclopropanation and insertion into C-H bonds. 9. Organic molecules as building blocks of biological systems.
Literature
    recommended literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie (Collection of Excercises in Organic Chemistry). 1. vydání. Brno: Masarykova univerzita, 2012, 308 pp. ISBN 978-80-210-5810-1. info
Teaching methods
lectures with a demonstration of the taught topic on chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomena are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2011 - acreditation

The information about the term Autumn 2011 - acreditation is not made public

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (assistant)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 10 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroides and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Teaching methods
lectures with a demontration of the taught topic at chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomenons are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2010 - only for the accreditation
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C2021 Organic Chemistry I
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 18 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of hydrocarbon derivatives. Analysis of functional groups structure and their reactivity, influence of the neighbouring skeleton upon their reactivity and opposite influence of the certain functional group upon the hydrocarbon skeleton. Sacharides, steroides and heterocyclic compounds in an overview. At the end of the course the student should understand reactivity of various functional groups and their influence upon the hydrocarbon skeleton with the final aim to deduce chemical behaviour of a complex molecule, which might be a centre of the interest.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Organická chemie. Translated by Jaroslav Jonas. Vyd. 1. Praha: Vysoká škola chemicko-technologická v Praze, 2007, 1 sv. ISBN 9788070806371. info
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Teaching methods
lectures with a demontration of the taught topic at chosen examples
Assessment methods
The course is represented by a set of lectures and seminars where various phenomenons are demonstrated on chosen examples. The course is closed by a written test and an oral examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 2007 - for the purpose of the accreditation, Autumn 1999, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.

C3022 Organic Chemistry II

Faculty of Science
Autumn 2007 - for the purpose of the accreditation
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
Knowledge of General Chemistry and Organic Chemistry I
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 27 fields of study the course is directly associated with, display
Course objectives
Organic chemistry of carbon skelton derivatives. Structure and reactivity of functional groups, their influence upon reactivity of the carbon skeleton and opposite. Sacharides, steroides and heterocyclic compounds in overwiev.
Syllabus
  • Organic Chemistry II Organic Chemistry of Hydrocarbons Derivatives Overview of various structures of organic molecules and their reactivity based on described structures including simple heterocyclic compounds. Basic mechanism of the main types of reactions. Methods of preparation of the main classes of derivatives is given. 1. Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, S$_N$1, S$_N$2 mechanism and their sterochemical course. 2. Elimination reactions, mechanism E1, E2, E1cB and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. 3. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. 4. Quinones, structure and chemical properties. Ethers, structure and nomenclature. Physical properties in comparison with alcohols. Typical chemical reactions of ethers(C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers and their application. 5. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. 6.Inorganic acid esters, their preparation and application. Amino derivatives and nomenclature. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines. 7. Quaternary amonium salts. Hofmann elimination. Reactions with phase transfer catalysis. Diazocompounds.Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Arndt-Eistert-Wolf rearrangement. Azides (Curtius and Schmidt rearrangement). 8. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. 9. Organo metallic compounds. Nomenclature. Relation between the metal and the chemical properties. Representatives of organometallic compounds, their reactivity and application in organic synthesis. Preparation. 10. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions (reaction with oxygen, nitrogen, carbon and other nucleophiles. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Summary of the name reactions. Oxidation and reduction. 11. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. 12. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Lipids, their structure, properties. Waxes. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). 13.Derivatives of carbonic acid, classification, their reactivity. Steroids. The structure of steroids, stereochemical aspects, numbering and nomenclature. Steroles (cholesterol), sex hormones (male - androsterone, testosterone, female - estrogens, progesterone), adrenocortical hormones, bile acids, cardiac poisons. Difference in their structure and activity. 14.Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1995, 1243 s. +. ISBN 0-534-23832-7. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990, 708 s. ISBN 8008000287. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. 1. vyd. Praha: Státní nakladatelství technické literatury, 1985, 1131 s. info
  • ČERVINKA, Otakar. Chemie organických sloučenin. Vyd. 1. Praha: Státní nakladatelství technické literatury, 1987, 1052 s. info
  • ČERVINKA, Otakar, Václav DĚDEK and Miloslav FERLES. Organická chemie. 3., nezměn. vyd. Praha: Státní nakladatelství technické literatury, 1982, 791 s. info
  • POTÁČEK, Milan, Ctibor MAZAL and Slávka JANKŮ. Řešené příklady z organické chemie. 1st ed. Brno: Masarykova univerzita v Brně, 2000, 243 pp. ISBN 80-210-2274-4. info
  • NOVÁČEK, Eduard and Milan POTÁČEK. Laboratorní technika ke cvičení z metod organické chemie. Edited by Slávka Janků. 1. vyd. Brno: Masarykova univerzita, 1997, 91 s. ISBN 8021015004. info
Assessment methods (in Czech)
Přednáška s cvičením, kde jsou na praktických případech demonstrovány vykládané jevy
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
The course can also be completed outside the examination period.
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Autumn 1999, Autumn 2010 - only for the accreditation, Autumn 2000, Autumn 2001, Autumn 2002, Autumn 2003, Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2011 - acreditation, Autumn 2012, Autumn 2013, Autumn 2014.
  • Enrolment Statistics (recent)