Syllabus

Course Code: CHEM 305    Course Name: Organic Chemistry Special-II

MODULE NO / UNIT COURSE SYLLABUS CONTENTS OF MODULE NOTES
1 Pericyclic Reactions
Molecular orbital symmetry, frontier orbital of ethylene, 1,3-butadiene, 1,3,5 hexatriene and allyl system classification of pericyclic reactions, Woodward - Hoffmann correlation diagram. FMO & PMO approach, Electrocyclic reaction - conrotatory and disrotatory motions. 4n, 4n+2, allyl systems, Ring opening of cyclopropyl halides and tosylates, cycloadditions-antarafacial and suprafacial additions, 4n and 4n+2 systems, 2+2 addition of ketenes, 1,3-dipolar cycloadditions and cheleotropic Reactions.
2 Pericyclic Reactions
Sigmatropic Rearrangements-suprafacial and antarafacial shifts of H, sigmatropic shifts involving carbon moieties, retention and inversion of configuration, [3,3] and [5,5] sigmatropic rearrangements, detailed treatment of Sommelet-Hauser, Claisen and Cope rearrangements introduction to ene reactions. Simple problems on Pericyclic reactions, Group transfers and eliminations.
3 Photochemistry
Excitation and excited states, Franck-Condon Principle, Jablonski diagram, energy transfer photosensitization, quenching, quantum efficiency and quantum yield.
Photochemistry of carbonyl compounds (Norrish type I and type II changes, photoreaction of cyclic ketones, Paterno-Buchi reaction and Photoreducation. Photochemistry of olefins and 1, 3-Butadiene (cis-trans isomerisation, dimerisation and cycloadditions).
4 Photochemistry
Di-π-methane rearrangement, enone and dienone rearrangements, photochemistry of aromatic compounds (substitution, isomerization, cyclization and cycloaddition reactions), Photo-Fries rearrangement, photolysis of nitrile esters and Barton reaction, Hoffman-Loefller-Freytag reaction, synthesis of vitamin-D.
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