Details of CH3102 (Autumn 2020)

Level: 3 Type: Theory Credits: 4.0

Course CodeCourse NameInstructor(s)
CH3102 Organic Chemistry I Dibyendu Das,
Pradip Kumar Tarafdar

Reactions of Carbonyl Compounds (8 Lectures)

Addition-Elimination Mechanism, hydration of carbonyls, hemi-acetal (anomeric effect of Dmethylglucopyranoside), acetal, hemiketal (D-fructose cyclic structure), ketal formation
(stability of cyclic ketals, anomeric effect);

Reactions involving Nucleophilic Carbon Intermediates (8 Lectures)

(a) Aldol reaction, (b) Mannich reaction, (c) Crossed aldol, (d) Aldol condensation, (e) Nitro
aldol; (f) Strecker reaction (g) Cannizaro reactions: Intermolecular & intramolecular version
(concept of hydride delivery from organic molecules) (h) Perkin reaction, (i) Kneoevenagel
condensation, (j) Claisen reaction(k) Dickmann condensation

Oxidations (8 Lectures)

(a) Ozonolysis (b) OsO4 and KMnO4 oxidation of olefins (dihydroxylation) (c) SeO2-oxidation
of olefins; Oxidations using Cr(VI)-complexes: (a) Jones oxidation (b) PDC oxidation (c) PCC
oxidation (c) Dauben oxidation; Activated DMSO/DMS Complexes (a) Swern Oxidation (b)
Corey-Kim oxidation; Hypervalent iodine reagents: (a) IBX Oxidation (b) Dess-Martin
Periodinane (DMP) (c) PIDA oxidation

Reductions (8 Lectures)

Reduction of carbonyls using metal hydrides (a) NaBH4 (b) NaBH3CN (c) LiBH4 (d) LiAlH4 (e)
BH3 or B2H6 (f) DiBAL-H (g) L-selectride; Ketone reduction under (a) Clemension reduction,
(b) Wolf-Kishner reduction (c) Mozingo reduction;

Catalytic hydrogenation and imide reductions of C-C double and triple bonds; Reduction using
dissolving metals: (a) Birch reduction, (b) Acyloin condensation, (c) Bouveault-Blanc reduction;
Reductions under transfer hydrogenation; Meerwein-Ponndorf-Verley (MPV) reduction (&
Oppenuer oxidation)

Rearrangements (8 Lectures)
Electrophilic Rearrangements: (a) Wagner-Meerwein, (b) Pinacol-pinacolone, (c) Demzanov
reaction (d) Dienone-phenol rearrangement (e) Beckmann rearrangement, (f) Hofmann
degradation, (g) Lossen rearrangement, (h) Curtius rearrangement, (i) Wolff rearrangement, (j)
Schmidt reaction, (k) Baeyer-Villiger oxidation;
Nucleophilic Rearrangements:(a) Benzil-Benzilic acid rearrangement (b) Favorski rearrangement

1. Guidebook to Mechanism in Organic Chemistry, by Peter Sykes, 6$^th $ Edition.
2. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, by Jerry March, 5$^th $
3. Organic Chemistry, by J. Clayden, N. Greeves, S. Warren and P. Wothers.
4. Organic Chemistry, by I. L. Finar, Longmans, vol. 1 & 2, 4$^th Edition

Course Credit Options

Sl. No.ProgrammeSemester NoCourse Choice
1 IP 1 Not Allowed
2 IP 3 Not Allowed
3 IP 5 Not Allowed
4 MR 1 Not Allowed
5 MR 3 Not Allowed
6 MS 5 Core
7 MS 7 Not Allowed
8 MS 9 Not Allowed
9 RS 1 Not Allowed
10 RS 2 Not Allowed