EXERCISE 11

ISOMERISM

1. Draw all the isomers of the following compounds and name according to the
IUPAC nomenclature.

a) C2H4Cl2 b) C3H6
c) C3H6O d) ClC6H4OH

2. Classify the following geometrical isomers as cis or trans isomer.

Cl Cl Br CH3 H COOH

C=C C=C C=C

H H CH3 Br COOH H
(a) (b) (c)

3. Identify all of the following compounds whether optically active or not and
mark the position of chiral carbon with the symbol asterisk (  ).

CH3 CH3
a) b)

HO C COOH H3C C COOH

H Br
c) COOH

H2N C CH2CH3

H
4. Identify all of the following isomers whether

i) structural isomer or stereoisomer

ii) chain isomer, positional isomer, functional group isomer ,
geometrical isomer or optical isomer.

a)
H H H H OH H
     
H − C − C − C − OH H− C −C−C−H
     
H H H H H H
i) ....................................... ii) .......................................
b)
OH OH OH H

C=C C=C

H H H OH

i) ....................................... ii) .......................................

c) O
 CH3CH2 CH2 C = O
CH3 C CH2 CH3 
H
i) ....................................... ii) .......................................

d)
H H

C Br Br C
F CH3 CH3 F

i) ....................................... ii) .......................................

e)
CH3 CH3 CH3
Br

Br
Br

i) ....................................... ii) .......................................

f)
COOH OH OH H

C=C C=C

H H H COOH

i) ....................................... ii) .......................................