Functionalized Organic Compounds-II (Carbonyl Compounds, Carboxylic Acids and its Derivatives)

Paper Code: 
CHY- 402
Credits: 
2
Contact Hours: 
30.00
Objective: 

To learn how different compounds are prepared by the reactions of carbonyl moiety and to introduce how the reactivity can be explained to allow the introduction of functional group next to carbonyl group.

7.00
Unit I: 
Chemistry of Aldehydes and Ketones

Synthesis from acid chlorides, 1,3-dithianes and enamines, nitriles and carboxylic acids;mechanism of nucleophilic addition reaction to carbonyl group with particular emphasis on Benzoin,Perkin, aldol, Knoevenagel condensations,Reformatsky  reaction and Dieckman condensation, condensation with ammonia & its derivatives including reactions with primary & secondary amines, Mannich & Wittig reactions.

7.00
Unit II: 
Oxidation & Reduction of Aldehydes & Ketones

Use of acetals as protecting groups.Oxidation of aldehydes,Baeyer-Villiger oxidation of ketones,Oppenauer oxidation.Cannizzaro’s reaction, MPV, Clemmensen,Wolff-Kishner, LiAlH4, NaBH4 reductions.

6.00
Unit III: 
Chemistry of Enolate ions, Enols and α, β-Unsaturated Carbonyl Compounds

Introduction, acidity of α- hydrogens, keto-enol tautomerism of ethylacetoacetate, evidences in favour of keto-enol tautomerism, the Claisen condensation alkylation of diethyl malonate & ethylacetoacetate synthesis of ethylacetoacetate.

7.00
Unit IV: 
Chemistry of Carboxylic Acid

Pre requisite:  Nomenclature, structure and physical properties, reduction of carboxylic acid  to primary alcohol.

Acidity of carboxylic acids, effect of substituents on acidity; methods of preparation, reactions of carboxylic group, conversion of carboxylic acid into acid chlorides, anhydrides, amides, & esters, decarboxylation, Hell Volhard Zelinsky reaction.

 

5.00
Unit V: 
Carboxylic Acid Derivatives: Esters, Acid chlorides, Amides and Anhydrides

Pre requisite:  Nomenclature, preparation of carboxylic acid derivatives.

Basicity,relative stability of acyl derivative,physical properties , chemical reactions , mechanism of esterification & hydrolysis ( acid & base catalysed ) ,mechanism and reactivity in nucleophilic acyl substitution.

 

References: 

 

1.       Organic Chemistry; Fourth Edition; G. Marc Loudon; Oxford University Press, New York, 2002.

2.        Organic Chemistry; Sixth Edition; Robert Thornton Morrison & Robert Neilson Boyd; Prentice-Hall of India Pvt. Ltd , New Delhi, 2004.

Academic Year: 
2014-2015
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