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.
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(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.
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(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)
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(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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