Syllabus

Course Code: CHEM203    Course Name: Organic Chemistry-II

MODULE NO / UNIT COURSE SYLLABUS CONTENTS OF MODULE NOTES
1 Arenes and Aromaticity
Nomenclature of benzene derivatives: Aromatic nucleus and side chain. Aromaticity: the Huckel rule, aromatic ions, annulenes up to 10 carbon atoms, aromatic, anti-aromatic and non-aromatic compounds. Aromatic electrophilic substitution, mechanism of nitration, halogenation, sulphonation, and Friedel-Crafts reaction.Activating , deactivating substituents. Orientation in monosubstituted benzenes.
Alkyl and Aryl Halides
Nomenclature and classes of alkyl halides, methods of formation, chemical reactions. Mechanisms and stereochemistry (inversion and racemization) of nucleophilic substitution reactions of alkyl halides, SN2 and SN1 reactions with energy profile diagrams. Methods of formation and reactions of aryl halides, The addition-elimination and the elimination - addition mechanisms of nucleophilic aromatic substitution reactions. Relative reactivities of alkyl halides vsallyl, vinyl and aryl halides.
2 Alcohols and Epoxides
Monohyric alcohols: nomenclature, methods of formation by reduction of aldehydes, ketones, carboxylic acids and esters. Hydrogen bonding.Acidic nature.Reactions of alcohols. Dihydric alcohols — nomenclature, methods of formation, chemical reactions of vicinal glycols, oxidative cleavage [Pb(OAc)4 and HIO4] and pinacol-pinacolone rearrangement. Synthesis of epoxides. Acid and base-catalyzed ring opening of epoxides, orientation of epoxide ring opening,
Ethers (aliphatic and aromatic): Cleavage of ethers with HI.
Phenols
Nomenclature, structure and bonding.Preparation of phenols, physical properties and acidic character.Comparative acidic strengths of alcohols and phenols, resonance stabilization of phenoxide ion.Reactions of phenols — electrophilic aromatic substitution, Mechanisms of Fries rearrangement, Claisen rearrangement, Reimer-Tiemann reaction, Kolbe’s reaction
Carboxylic Acids & Acid Derivatives
Nomenclature of Carboxylic acids, structure and bonding, physical properties, Preparation of carboxylic acids.Reactions of carboxylic acids.Hell-Volhard-Zelinsky reaction.Mechanism of decarboxylation.Relative stability of acyl derivatives.Physical properties, interconversion of acid derivatives by nucleophilic acyl substitution.
Mechanisms of esterification and hydrolysis (acidic and basic).
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