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Question

Which does not involve a carbocation?

A
(CH3)3CCl+AgNO3
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B
(CH3)3COH+HCl
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C
(CH3)3CH+Cl2+hv
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D
CH3CH=CHCH2OH+H3O+
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Solution

The correct option is C (CH3)3CH+Cl2+hv
In presence of sunlight, the chlorine molecule undergoes homolytic fission to form chlorine free radical. It reacts with (CH3)3CH to form (CH3)3C free radical. Thus the reaction proceeds by free radical mechanism.
Thus the carbocation is not involved in the mechanism for the reaction (CH3)3CH+Cl2+hv.

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