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Question

CH3−CH−CH3+Cl2hv−→P (Major product)
| (on monochlorination)
CH3

The product P is:

A
CH3Cl|C|CH3CH3
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B
CH3Cl|C|HCH2CH3
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C
H3CCHCH2Cl
|
CH3
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D
Cl
|
CH2CHCH2
| |
Cl Cl
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Solution

The correct option is B H3CCHCH2Cl
|
CH3

We know that in presence of light radical formation takes place and generally the most stable free radical led to the formation of respective alkyl halide. But there are exceptions as well. If the ratio of 1oH to 2oH or 3oC is quite large then the major product will be 1o alkyl halide.

Here, the primary H atom is abstracted in preference to tertiary H atom.

There are nine primary H atoms and only one tertiary H atom.

Ratio of 1oH to 3oH is 9:1


CH3CHCH3+Cl2hvH3CCHCH2Cl
| |
CH3 CH3
P (Major product)
(on monochlorination)

The major product of the monochlorination of isobutane is represented by option (C).

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