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CH 221 Organic Chemistry (3 1 0 8)

Introduction to types of organic reactions; Introduction and application of electronic and field
effects to study structure and stability of reactive intermediates- carbocations, carbanions,
free radicals, carbenes, arynes and nitrenes; Methods of determining organic reaction
mechanism-thermodynamic and kinetic requirements, transition state theory, Hammond
postulate related to kinetic analysis; Reactivity vs. selectivity principle, Curtin-Hammett
principle, kinetic vs. thermodynamic control reaction; Experiment to study reaction
mechanism-Isotope effects, substituent effects, Hammett linear free energy relationship, Taft
equation; Introduction to nucleophilicity, electrophilicity,Acidity, Basicity of organic reactants;
Nucleophilic substitution reactions; Elimination reactions; Idea of IUPAC terminologies and
recommendations for naming organic reaction mechanisms; Stereochemistry in organic
reactions; Electrophilic and nucleophilic addition reaction to C=C; Nucleophilic addition
reaction to C=O; Preliminary idea of radical reactions; Application of Oxidation reactions and
reagents- Swern oxidation, Kornblum oxidation, Pyridinium Chloro Chromate, Dess-Martin
periodinane, DCC oxidation, osmium tetroxide, DDQ, selenium dioxide, oxidation by nitroso
radicals Fremy's salt and TEMPO; Application of Reduction reactions and reagents- Birch
reduction, Meerwein-Ponndorf-Verley reduction, NaBH4, LiAlH4, NaBH3CN, DIBAL,
Rosenmund reduction, Cannizzaro reaction, Wolff-Kishner reaction, Lindlar catalyst.

Text Books:
1. E. V. Anslyn and Dennis A. Dougherty, Modern Physical Organic Chemistry, 1st Ed.
University Science Books, California ,2006.
2.F. A. Carey and R. J. Sundberg, Advanced Organic Chemistry: Structure and Mechanisms
(Part A and B),Kluwer Academic/ Plenum Pub.,2000

References:
1. P. Sykes, A guide to mechanism in Organic Chemistry, 6th Ed, Pearson Education ,2004.
2. M. B. Smith and J. March, Advanced Organic Chemistry, 6th Ed., John Wiley and Sons, Inc
2007.
3. D. Nasipuri, Stereochemistry of Organic Compounds ,Wiley, 1994.

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