Functionalized Organic Compounds-II

Paper Code: 
CHY-402
Credits: 
2
Contact Hours: 
30.00
Max. Marks: 
100.00
Objective: 

Course Objectives:

This course will enable the students to –

  1. learn how different compounds are prepared by the reactions of carbonyl moiety.

  2. introduce how the reactivity can be explained to allow the introduction of functional group next to carbonyl group.

Course Outcomes (COs):

Course

Learning outcomes

(at course level)

Learning and teaching strategies

Assessment Strategies

Paper Code

Paper Title

CHY 402

 

Functionalized Organic Compounds-II

(Carbonyl Compounds, Carboxylic Acids and its Derivatives)

 

 

The students will be able to –

 

CO61: predict the reactivity of different carbonyl compounds (saturated and unsaturated aldehydes and ketones) and their methods of formation

CO62: outline the nucleophilic addition reaction mechanism for carbonyl compounds

CO63: interpret the mechanism and products in the prescribed name reactions following nucleophilic addition mechanism.

CO64: explain the acidity and reactivity of active methylene groups

CO65: describe the synthesis of carboxylic acids and its derivatives from different substrates

CO66: justify 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

Interactive Lectures

 

Group Discussions

 

Tutorials

 

Quiz

 

Problem solving sessions

 

 

 

 

 

 

Multiple choice questions

 

Assertions and reasoning

 

Short answer questions

 

Long answer questions

 

Assignments

 

Quiz

 

 

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 condensation, 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, Enolsandα,β-Unsaturated Carbonyl Compounds

Introduction, acidity of α- hydrogens, keto-enoltautomerism of ethyl acetoacetate, evidences in favour of keto-enoltautomerism,synthesisofethylacetoacetate (Claisen condensation) and diethyl malonate, alkylation of ethylacetoacetate and diethyl malonate.

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: 
  • Organic Chemistry; Fourth Edition, Indian Edition; G. Marc Loudon; Oxford University Press, New York,2008.
  • Organic Chemistry; Sixth Edition; G. Marc Loudon, J. Parise; WH Freeman, New York, 2015.
  • Organic Chemistry; Seventh Edition; R. T. Morrison, R. N. Boyd, S.K.               Bhattacharjee; Pearson Education India, New Delhi, 2010.
Academic Year: 
2021-2022
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