C2021 Organic Chemistry I

Faculty of Science
Spring 2014
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: zk (examination).
Teacher(s)
doc. RNDr. Ctibor Mazal, CSc. (lecturer)
RNDr. Slávka Janků, Ph.D. (seminar tutor)
Mgr. Jaromír Literák, Ph.D. (seminar tutor)
doc. Mgr. Jakub Švenda, PhD. (seminar tutor)
Mgr. Peter Šebej, Ph.D. (assistant)
Guaranteed by
doc. RNDr. Ctibor Mazal, 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
( C1020 General Chemistry || C1601 General and Inorg. Chemistry ) && !NOW( C2700 Basic Organic Chemistry )
Knowledge of General chemistry principles
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
In the course Organic Chemistry I, the students will learn main rules of nomenclature of organic compounds, basic piece of information about stereochemistry of organic molecules as well as important methods of structure investigation. They will also learn about the basic types of organic reactions, the ionic and radical ones, oxidations and reductions, and some of those controlled by symmetry of frontier orbitals. In the end of the course, the student will be able to draw the molecular structure correctly, to consider the reactivity in different situations, and to decide which reactions will run in common reaction systems.
Syllabus
  • 1. The scope of Organic Chemistry. Drawing organic molecules. Basic principles of nomenclature. Aliphatic and cyclic skeletons, hierarchy of functional groups. 2. Carbon atom bonding. Hybridization of atomic orbitals, bond angles. Electron structure of molecules, sigma and pi-bond. Molecular orbitals, conjugation and delocalization. Mesomeric effect and resonance structures. Polarity and polarizability, charge distribution in molecules. 3. Basics of organic stereochemistry. Drawing organic molecules. Isomers and stereoisomers. Conformation and configuration. Geometric isomerism of alkenes and cycloalkanes. Conformation of ethane, butane and cyclohexane. Symmetry and chirality. Cahn-Ingold-Prelog nomenclature. Fischer projection. 4. Organic structures determination methods (MS,NMR, IR, UV-Vis). 5. Chemical reactions. Homolysis and heterolysis. Classification of organic reactions according to structural change (S-A-E-R). Reaction mechanism - "Arrow pushing". Depiction of organic reaction. Kinetics and thermodynamics. 6. Acids and Bases. Broensted theory. Chemical equilibrium. pH, pKa. Strength of (organic) acids and bases. Electrophiles and nucleophiles. Lewis theory. Hard and Soft Acids and Bases (HSAB). 7. Oxidation reduction reactions.SN1 and SN2 mechanisms 8. Nucleophilic subtitution and elimination reactions (halogen derivatives, alcohols, amines). Reaction kinetics, rate determining reaction step, carbocations stability, reaction stereospecifity. 9. Nucleophilic addition on cabonyl group. Michael addition, keto-enol tautomerism, Adition-elimination mechanism. 10. Electrophilic addition reactions. Alkenes, alkynes. Radical addition and polymerization. Radical substitution. 1,2- and 1,4-addition reactions pf conjugated dienes. 11. Aromaticity. Electrophilic aromatic substitution. Nucleophilic substituon. 12. Reaction with conservation of orbytal symmetry. Pericyclic reactions. Diels-Alder rection.
Literature
    recommended literature
  • Mc Murry: Organická chemie, překlad z originálu 6. vydání, 2004, vydáno VUT Brno-nakladatelství VUTIUM a VŠCHT Praha, listopad 2007.
    not specified
  • SVOBODA, Jiří a kol. Organická chemie I. VŠCHT Praha 2005. ISBN 978-80-7080-561-9.
  • MCMURRY, John. Fundamentals of organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1998, xxii, 566,. ISBN 0-534-35245-4. info
  • Clayden, J, Greeves, N., Warren, S. Organic Chemistry , 2nd Edition, Oxford University Press Inc., New York., ISBN 978-0-19-927029-3
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996, xxvii, 121. ISBN 0471013420. 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 (Problems and Solutions in Organic Chemistry). 2nd ed. Brno: Masarykova univerzita, 2008, 243 pp. ISBN 80-210-2274-4. info
  • LITERÁK, Jaromír. Sbírka řešených příkladů k semináři z organické chemie. 1. vyd. Brno: Masarykova univerzita, 2012, 307 s. ISBN 9788021058101. info
  • POTÁČEK, Milan. Organická chemie : pro biology. 1. vyd. Brno: Vydavatelství Masarykovy univerzity, 1995, 208 s. ISBN 8021011254. info
Teaching methods
lecture
Assessment methods
The course introduces into structure, stereochemistry and reactivity knowledge on the basic hydrocarbon skeletons. This knowledge is then tested in 2 tests during semester. Every of them is limited by 50 points. Only those who obtained in all that tests in total sum more than 50 point, may go for the final written examination.

At least 60 points are needed to pass the final examination.
Language of instruction
Czech
Follow-Up Courses
Further comments (probably available only in Czech)
Study Materials
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 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, 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 2014, recent)
  • Permalink: https://is.muni.cz/course/sci/spring2014/C2021