Course Objectives: This course will enable the students to –
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CHY 402
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Functionalized Organic Compounds-II (Carbonyl Compounds, Carboxylic Acids and its Derivatives) (Theory)
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The students will be able to – CO65: predict the reactivity of different carbonyl compounds (saturated and unsaturated aldehydes and ketones) and their methods of formation CO66: outline the nucleophilic addition reaction mechanism for carbonyl compounds CO67: recognize the mechanism and products in some name reactions following nucleophilic addition mechanism. CO68: describe the acidity and reactivity of active methylene groups CO69: discuss the synthesis of carboxylic acids and its derivatives from different substrates CO70: analyze the factors of the relative acidities of aliphatic and aromatic carboxylic acids by considering the inductive, resonance and steric effects on the neutral (conjugate acid) form and the anionic (conjugate base) form and compare with alcohols and phenols |
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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.
Use of acetals as protecting groups.Oxidation of aldehydes, Baeyer-Villiger oxidation of ketones, Oppenaueroxidation. Cannizzaro’s reaction, MPV, Clemmensen, Wolff-Kishner, LiAlH4, NaBH4 reductions.
Introduction, acidity of α- hydrogens, keto-enoltautomerism of ethylacetoacetate, evidences in favour of keto-enoltautomerism,synthesis of ethylacetoacetate (Claisen condensation) and diethyl malonate, alkylation of ethylacetoacetate and diethyl malonate.
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 VolhardZelinsky reaction.
Basicity,relative stability of acyl derivative,physical properties , chemical reactions , mechanism of esterification & hydrolysis ( acid & base catalysed ) ,mechanism and reactivity in nucleophilic acyl substitution.