Unique Paper Code : 42171103

Name of the Paper : Atomic Structure, Bonding, General Organic

Chemistry & Aliphatic Hydrocarbons – Section B
Name of the Course : B.Sc. (Prog.)

Semester : I

Duration : 3 hours (For both Sections A and B)

Maximum Marks : 75 (37.5 for Section A and 37.5 for Section B)

Instructions for Candidate

Attempt and upload Section A and Section B separately.

All questions carry equal marks.

SECTION B
ORGANIC CHEMISTRY
Attempt ANY TWO questions

1 (a) Give reasons for the following

i) Ethylamine is a stronger base than aniline.
ii) But-2-ene is more stable than propene.
iii) pka of nitroacetic acid is 1.68 while pka of acetic acid is 4.76.
iv) P-Methoxybenzyl cation is more stable than benzyl cation.
v) Electrophiles can be Neutral. (1x5=5)

(b) Assign R/S or E/Z configuration of the following

(i) (ii)

(iii) (iv)

(1, 1.75, 1, 1=4.75)

 (c) How many optical isomers are possible for 2-bromo-3-hydroxybutanedioic acid?
Draw their Fischer projections and give relationship between them.
(1, 2, 2=5)
(d) Explain the following reactions (Any Two)
(i) Preparation of alkanes using Grignard Reagent.
(ii) Wurtz reaction for the preparation of 2,3 Dimethyl butane.
(iii) Reduction of alkynes using sodium in liquid ammonia.
(2x2=4)

2 (a) Complete the following reactions

i)

ii)

iii)

iv)

(1, 1, 1, 2=5)

(b) Explain the following

i) Chair conformation of cyclohexane is more stable than boat
conformation.
ii) Staggered conformation (anti) of butane is more stable than fully
eclipsed conformation.
iii) Peroxide effect is applicable to addition of HBr to alkene not HCl
and HI.
iv) Electromeric effect is temporary effect.
 v) When equimolar amount of (+) tartaric acid and (-) tartaric acid is
mixed together, the resulting mixture is optically inactive.
(2x5=10)

c) Define the term Enantiomers and Diastereomers. Diastereomers can be

easily separated using simple techniques while enantiomers not. Why?
(1,1,1.75=3.75)

6. (a) How will you carry out the following conversions (any three)

i) But-1-yne to pent-2-yne

ii) Propyne to Acetone

iii) Ethane to n-butane

iv) But-1-ene to But-2-ene

(2x3=6)

b) Cis-alkene has higher boiling point than trans-alkene while the trend for
melting point is just reversed. Why? (1.75)

c) A hydrocarbon which has the molecular formula C4H8, when subjected to

ozonolysis gave only one product acetaldehyde (CH3CHO). Assign structure
and give IUPAC name of hydrocarbon.

(2)

c) Arrange the following free radicals in increasing order of their stability

with giving reasons

(1,2=3)

d) Comment upon the aromaticity of following componds?

( 1.5x3=4.5)
(e) Alkynes are less reactive than alkenes towards electrophilic addition
reactions. Why? (1.5)