Total No.

of Questions : 8]

[Total No. of Printed Pages : 4

[3656]-104
First Year B. Pharm. Examination - 2009
PHARMACEUTICAL ORGANIC CHEMISTRY (June 2008 Pattern) Time : 3 Hours] Instructions : (1) Question Nos. 1 and 5 are compulsory. Out of the remaining attempt two questions from section - I and two questions from section - II. (2) Answer to the two sections should be written in separate books. (3) Black figures to the right indicate full marks. [Max. Marks : 80

SECTION I
Q.1) Explain types of Reagents and their Mechanism. Give detailed account of Collision and Transition State Theory. [10] Q.2) (A) Give any three methods of preparation and three reactions of the following : [10] (a) (b) (B) Alkyl Halide Epoxide [05] [15] O CH3

Distinguish between Sigma and Pi Bonds.

Q.3) Answer any five : (a) Write IUPAC Nomenclature of the following : (i)

[3656]-104

P.T.O.

(ii) O O O (iii) H3C CH2 O H3C (b) (c) Why H2C

+

ONH4

O -chloro acetic acid is stronger than acetic acid.

Write structural formula of the following : (i) (ii) 4 cyano benzene sulphonic acid Methyl Butenoate

(iii) 2(2 methyl cyclobutyl) 2 butynnitrile (d) (e) (f) (g) Give any three reactions of alcohol. Explain Steric Effect with example. Explain Friedal Craft Alkylation and Acylation of Benzene. Define Hybridization. Explain types of Hybridizations. [15]

Q.4) Short notes : (Any Three) (a) (b) (c) (d) (e) Tautomerism Free Radical SNi Mechanism Markovnikoffs and Anti-markovniffs Rule Nitration of Benzene

[3656]-104

Contd.

SECTION II
Q.5) Define Elimination Reaction. Differentiate E1 and E2 Elimination and explain Orientation of Elimination. [10] Q.6) (A) (B) (C) Give any three reactions of Phenol, Ester and Amide. How will you convert phenol into phenyl acetate, nisole, 2, 4, 6-Tribromophenol ? Explain : Elimination versus Substitution. [07] [03] [05]

Q.7) Answer any five : [15] (a) Explain Ozonolysis Reaction with Mechanism to C-C Multiple Bond. (b) Give reaction of CH3CHO with sodiumbisulphite, hydride ion and water. (c) Identify the following reaction and explain with mechanism : CHO O C OH + BrH2C (d) (e) (f) (g) O C2H5 Zn COOEt

What happens when benzene sulphonyl chloride reacts with alcohol, ammonia and 1o amine. Give any three methods of preparation of Alcohol. Give any three methods of preparation of Primary Amines. Which reagent should be used to carry out the following reactions : Br MgBr OH (i) O O N+ (ii) O NH2 HN CH3

[3656]-104

P.T.O.

Q.8) Write short notes : (Any Three) (a) (b) (c) (d) (e) Claisen Ester Synthesis Hydroxylation Reaction Grignard Reaction of Aldehyde and Ketone Sigma and Pi Bond Geometrical Isomerism

[15]

[3656]-104/4