Oxygen Containing Functional Groups

Paper Code: 
CHY 312
Credits: 
3
Contact Hours: 
45.00
Max. Marks: 
100.00
Objective: 

Course Objectives:

This course will enable the students to –

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

2. introduce how there activity 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 312

Oxygen Containing Functional Groups            

 

 

 

 

 

The students will be able to –

CO69: explain the methods of formation and reactivities of various type of aliphatic alcohols (monohydric, dihydric and trihydric) and phenols (understand and comprehension)

CO70: outline the methods of formation and reactivities of ethers and epoxides (understand and comprehension)

CO71: predict the relative reactivity of different carbonyl compounds (saturated and unsaturated aldehydes and ketones) and their methods of formation (understand)

CO72:outline the nucleophilic addition reaction mechanism for carbonyl compounds and predict the product in some name reactions (understand and apply)

CO73: understand the acidity and reactivity of active methylene groups (understand and apply)

CO74: outline the synthesis of carboxylic acids and its derivatives from different substrates and 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

 

 

 

Interactive Lectures

 

Group discussions

 

Tutorials

 

Quiz

 

Problem solving sessions

 

Multiple choice questions

 

Assertions and reasoning

 

Short answer questions

 

Long answer questions

 

Assignments

 

Quiz

 

 

 

 

11.00
Unit I: 
Monohydric Alcohols

Introduction, classification, methods of formation by reduction of aldehydes, ketones, carboxylic acid and esters, biological oxidation of ethanol, hydrogen bonding, acidic nature comparison with thiols, effect of solvents and polarity, reactions of alcohols.

Dihydric and Trihydric Alcohols                                                                                        

Method of preparation, chemical reactions of vicinal glycols, oxidative cleavage with [Pb(OAc)4] and HIO4; Pinacol- pinacolone rearrangement.

Trihydric alcohols: introduction, method of preparation and chemical reactions of glycerol.

7.00
Unit II: 
Phenols , Ethers and Epoxides
Phenols:Methods of Preparation, Acidity and factors affecting it,comparative acidic strength of alcohol and phenol, chemical reactions including important name reactions.
Ethers and Epoxides: Preparation and reactions.
 
8.00
Unit III: 
Carbonyl Compounds-I

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 Dieckmancondensation,condensation with ammonia & its derivatives including reactions with primary & secondary amines, Mannich & Wittig reactions.

 

10.00
Unit IV: 
Carbonyl Compounds-II
Oxidation and reduction rections of Aldehydes and ketones :
Use of acetals as protecting groups, oxidation of aldehydes, Baeyer- Villiger oxidation of ketones, Oppenauer oxidation. ,Cannizzaro reaction, MPV,Clemmensen,Wolff-Kishner,LiAlH4,NaBH4 reductions, α,β- unsaturated carbonyl compounds(cyclic & acyclic) , conjugate addition of enolates & amines, , keto-enol tautomerism of ethylacetoacetate,evidences in favour of keto-enol tautomerism, Claisen condensation, alkylation of diethyl malonate & ethyl acetoacetate. 
 
9.00
Unit V: 
Carboxylic Acids and their Derivatives
Preparation, physical properties, acidity and reactions of monocarboxylic acids:
Typical reactions of dicarboxylic acids, hydroxy acids and unsaturated acids: succinic/pthalic, lactic,  tartaric, citric, maleic and fumaric acids.
Preparation and reactions of acid chlorides, anhydrides, esters and amides; comparative study of nucleophilic sustitution at acyl group - mechanism of acidic and alkaline hydrolysis of esters.
 
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; Twelfth Edition; T.W. Graham Solomons, Craig B. Fryhle, S.A. Syndes; John Wiley and Sons, Inc. USA, 2016.
  • Organic Chemistry; Seventh Edition; R. T. Morrison, R. N. Boyd, S.K. Bhattacharjee; Pearson Education India, New Delhi, 2010.
  • Organic Chemistry; Second Edition; Jonathan Clayden, Nick Greeves and Stuart Warren; Oxford University Press, USA, 2014.
  • Organic Chemistry Vol. I ; Sixth Edition; I.L. Finar; Pearson Education, New Delhi2002.
 
Academic Year: 
2020-2021
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