C2021 Organic Chemistry I

Faculty of Science
Spring 2005
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
prof. RNDr. Milan Potáček, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Timetable
Thu 10:00–11:50 U-aula
Prerequisites
C1021 General Chemistry || C1400 General Chemistry || C1640 Fundamentals of Chemistry || C1601 General and Inorg. Chemistry
Knowledge of priciples of General chemistry
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 30 fields of study the course is directly associated with, display
Course objectives
Organic Chemistry I is giving information on chemical nomenclature, structure of basic organic skeletons and their stereochemistry as well as their reactivity.
Syllabus
  • Organic chemistry I Organic chemistry of the basic hydrocarbon skeletons. The subject of organic chemistry. Chemical bonds and bonding in organic molecules. Hybridization of the carbon atom, bonding energy, bond length, polarity of the chemical bond. Inductive and mesomeric effects on the chemical bonds, conjugation. General criteria of chemical reaction - reaction kinetics, reaction profiles and mechanism. Activation energy and enthalpy of the reaction. Chemical nomenclature. Alkanes and cycloalkanes, their chemical nomenclature. Chain isomerie, conformation analysis of alkanes and cycloalkanes (with stress on cyclohexane ring). Fused cyclic systems. Newmann projection. cis-trans Isomerism of cycloalkanes. Radical reactions as typical reactions of this system. Summary of radical reactions. Optical activity and symmetry of molecules. Chiral molecules, conditions of chirality. Methods of space objects presentation. Enantiomers, optical activity, specific rotation and its measurement, optical purity, racemic mixture. Molecules with more than one stereocenter. Cahn, Ingold, Prelog rules. Nomenclature of enantiomers. Meso compounds. Resolution of enantiomers. Alkenes, stereochemistry of double bond, cis-trans and E-Z nomenclature. Addition reactions, their summary with attention to the stereochemistry and mechanism. Polymerizations. Dienes and polyenes (cumulated, isolated, conjugated). Reactions of conjugated dienes, conditions and mechanism of 1,2- and 1,4-addition. Isoprenoides (monoterpenes, sesquiterpenes, di-, tri- and tetraterpenes, carotenes). Electronic spectra and relation between the structure and its spectrum. Pericyclic reactions - electrocyclic reactions, cycloaddition reactions, the rules of their realization, sigmatropic rearrangements. Akynes and their structure. Properties of the triple bond, addition reactions (electrophilic and nucleophilic additions), acidity of the hydrogen atoms bound on sp- carbon, pK$_a$. The phenomenon of aromaticity and its properties. Nonbenzoid aromates (polycyclic aromates, annulenes, aromatic ions.} Mechanism of aromatic electrophilic substitution. Summary of electrophilic reactions, formation of electrophilic reagents. Effect of substituents on the reactivity and orientation. Hammet equation, sigma and rho constants. Ipso substitution. Nucleophilic substitution on the aromatic ring (SN1, SN2, elimination-addition mechanism). Conditions for addition reactions and reactions of oxidation. Substitution a other reactions on fused aromatic compounds.
Literature
  • J. Clayden, N. Greeves, S. Warren, P. Wothers. Organic Chemistry. Oxford University Press 2001
  • MCMURRY, John. Fundamentals of organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1998, xxii, 566,. ISBN 0-534-35245-4. 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
  • POTÁČEK, Milan. Organická chemie : pro biology. 1. vyd. Brno: Vydavatelství Masarykovy univerzity, 1995, 208 s. ISBN 8021011254. info
Assessment methods (in Czech)
Přednáška s demontrací příkladů, zkouška písemná.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
Information on completion of the course: studenti Bc.oboru Chemie se zaměřením na vzdělávání - ukončení kolokvium
The course is taught annually.
General note: Doporučuje se zapsat Speciální seminář z Organické chemie I.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.
  • Enrolment Statistics (Spring 2005, recent)
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