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Q.

An isomer of C5H12 gives total six isomeric products on monochlorination. Calculate the percentage yield of the primary monochloride which is chiral. Consider the following relative reactivity of C-H bonds for chlorination.

Degree of C-H1° C-H2° C-H3° C-H
Relative reactivity for chlorination (RR)135

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a

26.8%

b

25%

c

30%

d

50%

answer is C.

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Detailed Solution

The chiral 1° monochloride is: 

Question Image

and is obtained from 

Question Image

6 (1° H) x 1 :6 (Chiral)   2(2° H) x 3=6
1(3°H)x5 = 5                 3(1°H)x1=3
%yield =620×100=30%

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An isomer of C5H12 gives total six isomeric products on monochlorination. Calculate the percentage yield of the primary monochloride which is chiral. Consider the following relative reactivity of C-H bonds for chlorination.Degree of C-H1° C-H2° C-H3° C-HRelative reactivity for chlorination (RR)135