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Question

Which one is most reactive towards SN1 reaction?

A
C6H5CH(C6H5)Br
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B
C6H5CH2Br
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C
C6H5CH(CH3)Br
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D
C6H5C(CH3)(C6H5)Br
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Solution

The correct option is D C6H5C(CH3)(C6H5)Br
Order of SN1 reactivity is the order of stability of carbocation formed as intermediate.
Carbocation formed by compound (b) is more stable than due to +R effect of two phenyl and +I effect of methyl group.
Order of stability of carbocations formed is

So, the order of the reactivity towards SN1 reaction is,
B > A > C > D
Hence, option "B" is the correct answer.

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