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Seat No.: Enrolment No.
GUJARAT TECHNOLOGICAL UNIVERSITY
B.Ph. SEMESTER-1V EXAMINATION — SUMMER -2020
Subject Code: BP401TT Date: 26-10-2020
Subject Name: Pharmaceutical Organic Chemistry I11
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Time: 10:30 AM TO 1:30 PM Total Marks: 80
Instructions:
- Attempt any five questions.
- Make suitable assumptions wherever necessary.
- Figures to the right indicate full marks.
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Q.1 (a) Draw structure of the following compounds. 06
- cis-3,4-dimethyl-3-heptene
- trans-1,3-dichlorocyclobutane
- (R)-2-butanol
- (RS)-2-chloro, 3-pentanol
- cis- 2-chloro,3-bromo butene
- (S)-3-chlorohexane
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(b) Write note on stereochemistry of Biphenyls. 05
(¢) What is resolution? Explain the methods for racemic modification into enantiomers. 05
Q.2 (a) Define the following terms: 06
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- Configuration
- Geometric isomerism
- Enantiomer
- Meso isomer
- Chiral center
- Racemic mixture
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(b) Explain the reactions of chiral molecule. 05
(¢) Explain Clemmensen reduction with mechanism. 05
Q.3 (a) Explain partial and absolute asymmetric synthesis. 06
(b) Explain diastereomers and their properties with suitable example. 05
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(¢) Write in brief conformational analysis of n-Butane. 05
Q.4 (a) Discuss the Sequence rule to assign configuration with example. 06
(b) Explain the stereospecific and stereoselective reactions. 05
(¢) Give methods of determination of configuration of geometrical isomers. 05
Q.5 (a) Give the structure of: 06
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- Indole
- Pyridine
- Isoquinoline
- Imidazole
- Acridine
- Thiophene
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(b) Explain Beckmann rearrangement reaction with mechanism. 05
(¢) Give synthesis and medicinal uses of Pyrimidine. 05
Q.6 (a) Give THREE reactions of the following: 06
- Furan
- Quinoline
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(b) Write about Oppenauer oxidation. 05
(¢) Comment on the following 05
- Pyridine is more basic than Pyrrole.
- Pyridine is less basic than aliphatic amines.
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Q.7 (a) Write a short note on the following. 06
- Skraup Quinoline synthesis
- Knorr pyrrole synthesis
(b) Explain metal hydride reduction by using different reagents. 05
(¢) Explain preparation and reactions of Pyridine. 05
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