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Question

Which compound undergoes faster SN1 reaction?

A
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B
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C
at equal rate
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D
cannot predict
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Solution

The correct option is A
The first step of the SN1 reaction is loss of a leaving group to give a carbocation, the rate of the reaction will be proportional to the stability of the carbocation.
Rate of reactionstability of carbocation
Carbocation stability increases with increasing substitution of the carbon (tertiary > secondary > primary) due to +I and hyperconjugation effect.
(a) forms tertiary carbocation which is more stable than secondary formed by (b). Hence (a) will give faster SN1 reaction.

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