FACULTY OF PHARMACY
M. Pharmacy (Pharmaceutical Chemistry) I-Semester (Main) Examination,
February 2018
Subject: Advanced Organic Chemistry I
Time: 3 Hours Max. Marks: 75
Note: Answer any five questions. All questions carry equal marks.
1 Explain SN1 and SN2 reactions in aliphatic compounds with their mechanism
and stereochemistry.
Explain how the following factors will affect the reactivity in nucleophilic
substitution reactions?
Substrate structure Solvent
leaving group attacking nucleophile
2 Give a method of preparation, mechanism and applications of
N-bromosuccinamide Diazomethane DCC
Discuss the stability of carbocations.
3 Discuss the mechanism and synthetic applications of any three of the
following named reactions.
Ugi reaction
Dieckmann reaction
Sandmeyer reaction
Michael addition
Baeyer-villiger oxidation
4 Explain the role of protecting groups in organic synthesis. Explain how carbonyl,
carboxyl and amino groups are protected during the synthesis?
Mention the heterocyclic nucleus present and also the steps involved in the
synthesis of
Antipyrin Chlorpromazine
5 Explain the following terms with one example each.
Retrosynthesis
Functional group interconversion
Functional group addition
(iv)Synthon and synthetic reagent
Discuss C X disconnections and C C disconnections of 3
and 5 difunctionalized compounds belonging to alcohols and carbonyl
compounds.
6 Explain E1 and E2 elimination reactions with their mechanism and
stereochemistry.
Discuss Saytzeff and Hoffman rules.
7 Explain the structure, stability and important reactions of carbanions.
Discuss mechanism and synthetic applications of following agents:
Aliminium isopropoxide
Wittig reagent
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Library
G.Pulla Reddy College of Pharmacy
HyderabadOU 1707 OU 1707
Code No. 1161/PCI
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8 Write the mechanism and applications of
Smiles rearrangement synthesis
Combes quinoline synthesis
Outline the synthesis of any three of the following drug
Celecoxib Ketoconazole
Chloroquine Alprazolam Trimephoprim