Download OU (Osmania University) M.Pharma-Ph.Chemistry (Master of Pharmacy) 1st Sem 2018 1293PCI Advanced Organic Chemistry I Previous Question Paper
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Code No. 1293/PCI
FACULTY OF PHARMACY
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.
1 (a) Explain the structure and stability of carbocations and carbanions.
(b) Discuss SN
1
and SN
2
reactions with mechanism and stereochemistry. (7+8)
2 (a) What is retrosynthesis? Discuss C ? C disconnections in alcohols and
carbonyls compnds having 1, 2, - 1, 3, - 1, 4, - and 1, 5 ? difunctionalized
grps.
(b) Explain the terms (i) Synthon (ii) Synthetic agent (iii) FGI (iv) FGA with
suitable examples. (9+6)
3 Discuss the mechanism and synthetic applications of any three of the following
named reactions.
(a) Ullmann cpling reaction
(b) Sandmeyer reaction
(c) Baeyer ? villiger oxidation
(d) Michael addition
(e) Doebner ? Miller reaction (3x5)
4 (a) Explain the role of protecting grps in organic synthesis.
(b) Explain how hydroxyl grp, 1, 2, diols and carbonyl grps are protected
during the reactions.
(c) Explain mechanism and applications of
(i) Aluminium isopropoxide
(ii) Diazomethane (5+5+5)
5 (a) Mention the heterocycle present and also tline the steps involved in the
synthesis of any three of the following drugs: (3x3)
(i) Ketoconazole
(ii) Celecoxib
(iii) Chlorpromazine
(iv)Sulfamerazine
(v) Alprozolam
(b) Explain C ? C and C ? N rearrangement reactions. Give one example for
each. (6)
6 Write notes on any thee of the following: (5x3)
(a) Hoffman and Saytzeff?s rule
(b) Ozonolysis
(c) Traube purine synthesis
(d) Combes quinoline synthesis
(e) BOP reagent
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