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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-H 1° C-H 2° C-H 3° C-H
Relative reactivity for chlorination (RR) 1 3 5

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26.8%

25%

30%

50%

answer is C.

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Detailed Solution

The chiral 1° monochloride is:

and is obtained from

6 (1° H) x 1 :6 (Chiral) 2(2° H) x 3=6
1(3°H)x5 = 5 3(1°H)x1=3
$% yield = \frac{6}{20} \times 100 = 30 %$

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