Code No. 1293/PCI
FACULTY OF PHARMACY
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M. Pharmacy (Pharmaceutical Chemistry) I-Semester (PCI) (Supple.) Examination, August 2018
Subject: Advanced Organic Chemistry - I
Time: 3 Hrs Max. Marks: 75
Note: Answer any five questions. All questions carry equal marks.
-  (a) Explain the structure and stability of carbocations and carbanions.--- Content provided by FirstRanker.com --- (b) Discuss SN1 and SN2 reactions with mechanism and stereochemistry. (7+8)
-  (a) What is retrosynthesis? Discuss C — C disconnections in alcohols and carbonyl compounds having 1,2, -1, 3,-1,4,-and 1, 5 - difunctionalized groups.
 (b) Explain the terms (i) Synthon (ii) Synthetic agent (iii) FGI (iv) FGA with suitable examples. (9+6)
-  Discuss the mechanism and synthetic applications of any three of the following named reactions.
 (a) Ullmann coupling reaction--- Content provided by FirstRanker.com --- (b) Sandmeyer reaction
 (c) Baeyer — Villiger oxidation
 (d) Michael addition
 (e) Doebner — Miller reaction (3x5)
-  (a) Explain the role of protecting groups in organic synthesis.--- Content provided by FirstRanker.com --- (b) Explain how hydroxyl group, 1, 2, diols; and carbonyl groups are protected during the reactions.
 (c) Explain mechanism and applications of
 (i) Aluminium isopropoxide
 (ii) Diazomethane (5+5+5)
-  (a) Mention the heterocycle present and also outline the steps involved in the synthesis of any three of the following drugs: (3x3)--- Content provided by FirstRanker.com --- (i) Ketoconazole
 (ii) Celecoxib
 (iii) Chlorpromazine
 (iv) Sulfamerazine
 (v) Alprozolam--- Content provided by FirstRanker.com --- (b) Explain C — C and C — N rearrangement reactions. Give one example for each. (6)
-  Write notes on any three of the following: (5x3)
 (a) Hoffman and Saytzeff’s rule
 (b) Ozonolysis
 (c) Traube purine synthesis--- Content provided by FirstRanker.com --- (d) Combes quinoline synthesis
 (e) BOP reagent
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