Download OU M.Pharma Ph.Chemistry 1st Sem 2019 13307 PCI Advanced Organic Chemistry I Question Paper

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Code No. 13307 / PCI

FACULTY OF PHARMACY

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M. Pharmacy (Pharmaceutical Chemistry) I Semester (Suppl.) Examination, August 2019

Subject : Advanced Organic Chemistry - I

Time : 3 hrs Max. Marks : 75

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

1. a) Discuss the method of formation, stability and important reactions of free radicals and carbanions. 8

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   b) Write the mechanism and stereochemistry of E1 and E2 eliminations. 7

2. Write a method of preparation, mechanism and applications of following synthetic reagents (any three)

   a) Diazomethane b) Osmium tetroxide

   c) Triphenyl phosphine d) Wittig reagent

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   e) Aluminium isopropoxide 3x5=15

3. a) Discuss the important guidelines for disconnection of molecules.

   b) What is FGI, FGA, synthon and synthetic reagent? Explain giving one example for each.

   c) Discuss c-x disconnections in alcohols and carbonyl compounds. 6+4+5

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4. Write the mechanism and synthetic applications of (any three)

   a) Doebner-Miller reaction b) Sandmeyer reaction

   c) Shapiro and Suzuki reaction d) Mannich-addition 3x5=15

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5. a) Write a note on (any two)

   i) Knorr pyrazole synthesis

   ii) Combes Quinaline synthesis

   iii) Traube purine synthesis 2x4=8

   b) Explain the methods for protection and deprotection of

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   i) Carbonyl grp ii) Amino grp 7

6. Mention the heterocyclic nucleus present and also the steps involved in the synthesis of following drugs (any three)

   i) Miconazole ii) Antipyrin

   iii) Chlorpromazine iv) Quinacrine

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   iv) Triamterene 5x5=15

7. a) Discuss any two rearrangement reactions.

   b) Explain mechanism in SN1 reaction and also mention its stereochemistry.

   c) What is Saytzeff's rule? Explain with example? 6+5+4

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8. Write a note on (any three)

   a) Vilsmeyer-Haack reaction b) Wilkinson reagent

   c) Sharpless asymmetric epoxidation d) BOP reagent 3x5=15

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