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Unit 1

Introduction to organic chemistry: Lewis structure and formal charges of organic compounds – electro negativities and dipoles, resonances, aromaticity and anti aromaticity – equilibrium, tautomerism and hyper conjugation – acidity and basicity – pKa, nucleophiles and electrophiles – hydrogen bonding – different types of organic reaction – addition, substitution, elimination and rearrangement – oxidations and reductions – general principles of writing organic reaction mechanism – reactive intermediates.
Reaction of nucleophiles and bases: Nucleophilic substitution – SN1 and SN2 reactions, nucleophilic substitution at aliphatic sp2 carbon and aromatic carbon – nucleophilic addition to carbonyl compounds – addition of grignard and organo lithium reagents – reactions of nitrogen containing nucleophiles with aldehyde and ketones – aldol condensation.

Unit 2

Michael and 1,4-addition reaction – Favorskii rearrangement – benzilic acid rearrangement – reaction mechanism in basic media – Mannich reaction – enols and enolates.

Reaction involving acids and other eletrophiles: Carbocations – formation and rearrangements – cationic rearrangement involving electron deficient nitrogen atom – Beckmann rearrangement – Curtius, Lossen and Schmidt rearrangement – electrophilic additions – acid catalyzed reaction of carbonyl compounds – hydrolysis of carbocyclic acid derivatives – electrophilic aromatic substitution – carbenes and benzynes – Baeyer-Villeger reactions – Dienone-phenol rearrangement – pinacol rearrangement.

Unit 3

Radical and radical ions: Formation of radicals, radical chain processes, radical addition, reaction with and without cyclisation – fragmentation reaction – rearrangement of radicals – SRN 1 reaction – radical ions – Birch reduction – Hofmann-Loffler-Freytag reaction – Barton reaction – McMurry reaction.

Pericyclic reaction: Representative of molecular orbitals of ethylene, butadiene and hexatriene molecules – Woodward – Hofmann rules of symmetry – electrocyclic reaction, cycloadditions – diels-Alder reaction – other thermal cycloadditions – photochemical [2+2] cycloaddition – 1,3-dipolar cycloadditions – Sigmatropic reactions, notations and directions of [3,3] sigmatropic rearrangements – Cope and oxy-Cope rearrangement [2,3] sigmatropic reaction – ene reaction.

Text Books

  • Jerry March, “Advanced Organic Chemistry”, 4th edition, John Wiley & Sons, (1992).


  • Carey F and Sundberg R, “Advanced Organic Chemistry – Part A & B”, Kluwer, (2000).
  • Peter Sykes, “Organic reaction mechanism”, 6th edition, Pearson education (Singapore) Pte. Ltd., (2005).
  • Michael B.Smith, “Organic Synthesis”, 2nd edition, McGraw Hill, (2004).

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