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Indian Institute of Science Education and Research Bhopal
CHM 211: Basic Organic Chemistry (3)
Learning Objectives:
This is a course in basic organic chemistry that aims to provide a general understanding of organic chemistry. The initial classes will include discussion of structure, conformation and stereochemistry of organic compounds. Later, fundamental principles of organic reactions will be developed through understanding of reactivity of the important functional groups in organic compounds, reactive intermediates and molecular rearrangements.
Course Contents:
Stereochemistry:
Fischer, Newman, saw-horse, etc., projection formulae
Conformational analysis of ethane, propane, butane, cyclohexane and monosaccharides
Stereoisomerism, configuration (R, S), optical isomerism in compounds with one and two chiral centers, and without an asymmetric atom, nomenclatures such as erythro, threo, α, β, endo, exo epimers, anomers, E, Z, etc., resolution of racemic compounds
Biodiscrimination of stereoisomers (amino acids, thalidomide, DOPA, nicotine, morphine)
Reactive Intermediates and molecular rearrangements:
Introduction to structure, formation, stability and reactions of carbocations, carbanions, free radicals, radical anions, radical cations, arynes, carbenes and nitrenes (in brief)
Molecular rearrangements (basic principles and migratory aptitude): Wolff, Curtius, Beckmann, Baeyer-Villiger, pinacol-pinacolone, etc.
Organic Reactions:
Electrophilic and radical additions to alkenes, electrophilic and nucleophilic aromatic substitutions, nucleophilic aliphatic substitutions: SN1, SN2, SNi reactions, neighbouring group participation, elimination reactions: E1, E2, and E1cB reactions
Functional group transformations and their reaction mechanisms
Suggested Books:
- Clayden, J., Greeves, N., Warren, S., Wothers, S. Organic Chemistry, Oxford University Press, 2001.
- Hornback, J. M. Organic Chemistry, Cengage Learning, 2006.
- Solomons, T. W. G., Fryhle, C. B. Organic Chemistry, John Wiley and Sons, 2007.
- Morrison, R. M., Boyd, R. N. Organic Chemistry, Pearson Education, 2008.
- Sykes, P. A. A guide book to mechanism in organic chemistry, Longman, 2008.
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