OXYGEN CONTAINING FUNCTIONAL GROUPS

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

Course Objective(s):

This course will enable the students to –

  • Develop a perspective towards the mechanistic aspects of different oxygen containing functional groups

Course Outcomes (COs):

Course Outcomes

Teaching Learning strategies

Assessment

Strategies

On completion of this course, the students will be able to-

CO66: explain the synthesis and reactivity of various type of aliphatic alcohols (monohydric, dihydric and trihydric) and phenols 

CO67: describe the synthesis and reactivity of ethers and epoxides

CO68: predict the relative reactivity of different carbonyl compounds (saturated and unsaturated aldehydes and ketones) and their syntheses.

CO69: interpret the mechanism of prescribed name reactions

CO70: understand the acidity and reactivity of active methylene groups

CO71: outline the synthesis of carboxylic acids and its derivatives and compare the acidity of carboxylic acids, alcohols and phenols

CO72: analyse the factors affecting relative reactivity and stability of various carboxylic acids derivatives. 
  • Class lectures
  • Tutorials
  • Group discussions
  • Use of models
  • Assertion and reasoning
  • Technology enabled learning
  • Peer learning

 
  • Oral and written examinations
  • Problem solving exercises
  • Assignments
  • Quiz
  • Efficient delivery using seminar presentations
  • Group activity
  • Multiple choice questions
  • Short answer type questions
  • Assertion and reasoning

 

 

 

9.00
Unit I: 
Alcohols

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, distinction among primary, secondary, tertiary alcohols.
Dihydric alcohols- methods of preparation, chemical reactions of vicinal glycols, oxidative cleavage with [Pb(OAc)4] and HIO4, pinacol- pinacolone rearrangement.
Trihydric alcohols- introduction, methods of preparation, chemical reactions of glycerol

 

9.00
Unit II: 
Phenols, Ethers & 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

 

9.00
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 condensation with ammonia and its derivatives including reactions with primary & secondary amines, Mannich and Wittig reactions.

 

9.00
Unit IV: 
Carbonyl Compounds-II

Use of acetals as protecting groups, oxidation reactions- Baeyer- Villiger oxidation, Oppenauer oxidation, Cannizzaro reaction, reduction reactions- MPV reduction, Clemmensen reduction, Wolff-Kishner reduction, metal hydride reduction (LiAlH4, NaBH4 reductions)
α,β- unsaturated carbonyl compounds (cyclic & acyclic), Michael addition 1,2 v/s 1,4-addition
Active methylene compounds- acidity, keto-enol tautomerism, evidences in favour of keto-enol tautomerism, Claisen and Dieckmann condensation, preparation and synthetic applications of diethyl malonate & ethyl acetoacetate

 

9.00
Unit V: 
Carboxylic Acids & their Derivatives

Carboxylic acids- preparation, physical properties, acidity and reactions of monocarboxylic acids, dicarboxylic acids (succinic acid and phthalic acid), hydroxy acids (lactic acid, tartaric acid and citric acid) and unsaturated acids (maleic and fumaric acids)
Carboxylic acid derivatives- preparation and reactions of acid chlorides, anhydrides, esters and amides, mechanism of nucleophilic acyl substitution, relative reactivity and stability of carboxylic acid derivatives.

 

Essential Readings: 
  • Organic Chemistry, Sixth Edition; R. T. Morrison, R. N. Boyd; Pearson Education India, New Delhi, 2017.

 

References: 

SUGGESTED READINGS

  • Organic Chemistry, Second Edition; J. Clayden, N. Greeves, S. Warren; Oxford University Press, USA, 2014.
  • Organic Chemistry, Vol. I, Sixth Edition; I.L. Finar; Pearson Education, New Delhi, 2002.
  • Organic Chemistry, Fourth Edition (Indian Edition); G. Marc Loudon, J. Parise; WH Freeman, Oxford University Press, New Delhi, 2008.

e-RESOURCES

 

Academic Year: 
2022-2023
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