Download Annexure `CD-01` L T P/S SW/FW TOTAL CREDIT UNITS 3 1 2 0 5

Annexure ‘CD-01’
Course Title: ORGANIC CHEMISTRY – III
Course Code: CHEM212
Credit Units: 5
Level: Under Graduate
L
T
P/
S
SW/F
W
TOTAL
CREDIT
UNITS
3
1
2
0
5
Course Objectives:
The objective of this course is to develop an understanding of chemical transformation of organic molecules by focusing student’s knowledge on properties and
reactions of various functional groups in organic chemistry.
Prerequisites:
Fundamental understanding and knowledge of aliphatic and aromatic hydrocarbons.
Course Contents/Syllabus:
Course Title
Weightage
(%)
Module I Alcohols
15
 Monohydric alcohols - nomenclature, methods of formation of reduction of aldehydes, ketones, carboxylic acids and
esters. Hydrogen bonding. Acidic nature, Reactions of alcohols.
 Dihydric alcohols - nomenclature, methods of formation, chemical reactions of vicinal glycols, oxidative cleavage
[Pb(OAc)4 and HIO4] and pinacol-pinacolone rearrangement.
 Trihydric alcohols - nomenclature and methods of formation, chemical reactions of glycerol.
Module II Phenols
15
 Nomenclature, structure and bonding, Preparation ofphenols, physical properties and acidic character.
 Comparative acidic strengths of alcohols and phenols, resonance stabilization of phenoxide ion.
 Reactions of phenols - electrophillic aromatic substitution, acylation and carboxylation.
 Mechanisms of Fries rearrangement, Claisen rearrangement, Gattermann synthesis, Hauoen-Hoesch reaction and
Reimer-Tiemann reaction.
Module III Ethers and Epoxides
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Nomenclature of ethers and methods of their formation, physical properties.
Chemical reactions - cleavage and autoxidation, Ziesel’s method. Crown ethers, Synthesis of epoxides. Acid and base
catalyzed ring opening of epoxides, orientation of epoxide ring opening, reactions of Grignard and organolithium
reagents with epoxides.
Module IV Aldehydes and Ketones
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15
25
Nomenclature and structure of the carbonyl group. Synthesis of aldehydes and ketones from acid chlorides, 1,3-dithianes,
nitriles and carboxylic acids.
Physical properties. Mechanism of nucleophilic additions to carbonyl group with particular emphasis on Benzoin, Aldol,
Perkin and Knoevenagel condensations. Condensation with ammonia and its derivatives. Wittig reaction. Mannich
reaction. Oxidation of aldehydes, Baeyer-Villiger oxidation of ketones. Cannizzaro’s reaction.
MeerweinPonndorfVerley, Clemmensen, Wolff- Kishner, LiAIH4 and NaBH4 reductions. Use of acetals as protecting
group. Halogenation of enolizable ketones. An introduction to α, β-unsaturated aldehydes and ketones.
Module V Carboxylic Acids and Their Derivatives
30
 Nomenclature, structure and bonding, physical properties, acidity of carboxylic acids, effects of substituents on acid
strength. Preparation of carboxylic acids. Reactions of carboxylic acids. Hell-Volhard-Zelinsky reaction. Reduction of
carboxylic acids. Mechanism of decarboxylation, methods of formation and chemical reactions of unsaturated
monocarboxylic acids.
 Structure and nomenclature of acid chlorides, esters, amides (urea) and acid anhydrides. Relative stability of acyl
derivatives. Physical properties, interconversion of acid derivatives by nucleophilic acyl substitution. Preparation of
carboxylic acid derivatives, chemical reactions, Mechanisms of esterification and hydrolysis (acidic and basic)
 Dicarboxylic acids; methods of formation and effect of heat and dehydrating agents, haloacids, hydroxyacids- Malic,
tartaric & citric acid..
Student Learning Outcomes:
On completion of the course the student will be able to:
1. Analyze the structures, properties of organic molecules
2. synthesize the organic compounds of desirable properties
3. Successfully demonstrate & perform the quantitative estimation of functional groups
Pedagogy for Course Delivery:
The course pedagogy will include lectures, tutorial, practicals, seminar and group discussions on applications of the topics covered.
List of Experiments:
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Preparation of Soap from vegetable oils.
Benzolyation / Acetylation of phenols and amines
Hydrolysis of amides and esters to obtain benzoic acid
Derivatives of the carbonyl compounds:
2,4-DNP of one the following compounds- acetone, ethyl methyl ketone, di-ethylketone, cyclohexanone; Semicarbazone of one the following
compounds- acetone, ethyl methyl ketone, di-ethyl ketone, cyclohexanone;Oxime of one the following compounds- di-ethyl ketone, cyclohexanone
Nitration of one the following compounds: nitrobenzene, Phenol
Oxidation of the following compounds: benzaldehyde, benzyl alcohol, acetophenone to benzoic acid (by iodoform reaction), Benzoin to Benzil.
The above derivatives should be prepared using 0.5-1g of the organic compound. The solid samples must be collected and may be used for recrystallization,
melting point etc.
Assessment/ Examination Scheme:
Theory L/T (%)
Lab/Practical/Studio (%)
80
End Term Examination
20
100
Continuous Assessment/Internal Assessment
End Term Examination
Components
(Drop down)
CT
S/V/Q
HA
AT
Weightage (%) 80
10
8
7
5
70
End Term Examination
Lab/ Practical/ Studio Assessment:
Continuous Assessment/Internal Assessment
Components
(Drop down)
Weightage (%) 20
LR
P
V/Q
AT
5
10
10
5
EX
Viva
35
35
Text:
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Organic Chemistry, Morrison and Boyd, Prentice Hall.
Organic Chemistry, L.G. Wade Jr. Prentice Hall
Fundamentals of Organic Chemistry Solomons and Fryle, John Wilev.
Organic Chemistry, Vol. I, II and III S.M. Mukherji, S.P. Singh and R.P. Kapoor
Organic Chemistry: Morrison and Boyd, Prentice Hall of India Pvt. Ltd. New Delhi
Organic Chemistry, ArunBahl&B.S.Bahl, S.Chand& Co. New Delhi
Standard Methods of Chemical Analysis, W.W. Scott, The Technical Press.
Experimental Organic Chemistry, Vol.Iand II, P.R. Singh, D.S> Gupta and K.S. Bajpai, Tata McGraw Hill.
Laboratory Manual in Organic Chemistry, R.K. Bansal, Wiley Eastern.