Download OU M.Pharma Ph.Chemistry 1st Sem 2020 6110PCI Advanced Organic Chemistry I Question Paper

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Code No: 6110/PClI

FACULTY OF PHARMACY

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M. Pharmacy (Pharmaceutical Chemistry) I-Semester (PCI) (Main & Backlog)

Examination, February 2020

Subject: Advanced Organic Chemistry-I

Time: 3 Hrs Max. Marks: 75

Note: Answer any Five questions. All questions carry equal marks.

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1. a) Explain the structure and stability of carbocations and carbanions. 8M
   b) Discuss SN² reactions with mechanism and stereo chemistry. 7M
2. a) Enlist the types of rearrangement reactions and discuss the mechanisms of any two.
   b) Explain the mechanism of E1 elimination with examples. (9+6)
3. Discuss the mechanism and applications of any three named reactions 15M
   1. Sandmayer reaction

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   2. Sharpless Epoxidation
   3. Michael reaction
   4. Mannich reaction
4. Write about reaction mechanism and synthetic applications of
   1. Mitsunobu reaction and Mannich reaction.

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   2. Baeyer-Villiger oxidation and Doebner-Miller Reaction. (8+7)
5. Write the preparation and synthetic applications of any three of the following
   1. Diazomethane
   2. Aluminium isopropoxide
   3. Dicyclohexyl carbodiimide

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   4. Wilkinsons reagent (15)
6. a) Give an account of protection of Amine and Carboxyl groups and their synthetic importance.
   b) Give the reaction and explain mechanism of Knorr pyrazole synthesis and combes quinoline synthesis. (5+10)
7. Outline the synthesis of following
   1. Celecoxib

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   2. Ketoconazole
   3. Chloroquine (15M)
8. a) Explain C-C disconnection of alcohols and carbonyl compounds.
   b) Discuss the retro synthetic strategies for Five and six membered ring systems. (8+7)

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