Seat No.: Enrolment
GUJARAT TECHNOLOGICAL UNIVERSITY
PHARM.D YEAR EXAMINATION -WINTER 2018
Subject Code:818804 Date: 28/11/2018
Subject Name: Pharmaceutical Organic Chemistry
Time:10.30 A.M. TO 1.30 P.M. Total Marks: 70
Instructions:
1. Attempt any five questions.
2. Make Suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.
Q.1 Give the IUPAC name of the following compounds.

05
Draw the structure of the following compounds.
Paraldehyde, Methyl salicylate, Chlorbutol, Dimercaprol, Lactic acid
05
Define alicyclic compounds. Give any two methods of preparations of
cycloalkanes.
04
Q.2 Define and classify isomerism. Write a short note on constitutional isomerism. 06
Write a note on inter and intra molecular forces. 04
Briefly explain various theories of acids and bases. 04
Q.3 Write the reaction and mechanism involved in chlorination of toluene in
presence of catalyst FeCl3 and in presence of uv light.
06
Discuss the mechanism and stereochemistry of SN1 and SN2 reaction. 04
Outline preparation of acid chloride, esters, amide and anhydride from
carboxylic acid.
04
Q.4 Write the reaction and mechanism involved in Claisen condensation and
Witting reaction.
06
Write a note on dehydro halogenation of alkyl halides. 04
Write a short note on nucleophilic aromatic substitution reaction. 04
Q.5 Carryout the following conversions.
1. Benzamide to aniline 2. Chlorobenzene to salicylaldehyde
06
Compare the acidity of carboxylic acid and phenol. Write any two chemical
tests to differentiate them.
04
Write a note on Sandmeyer reaction. 04
Q. 6 Write a brief note on Friedal Crafts alkylation reaction with its mechanism,
synthetic application and limitations.
06
Define the following terms with suitable examples.
Nucleophile, Electrophile, Phase transfer catalyst, Aprotic solvent
04
Give structures and names of the principal organic products expected from the
mononitration of nitrobenzene, aniline, chlorobenzene and phenol.
04
Q.7 Give the preparation and medicinal uses of the following compounds.
Aspirin, Sodium lauryl sulphate, Vanillin
06
Differentiate between Markownikoff and anti-Markownikoff rule. 04
Write a brief note on oxidation-reduction reaction. 04