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Question

Consider the following chlorides

The correct order of SN1 reactivity is


A

(Q) > (R) > (P)

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B

(Q) > (P) > (R)

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C

(R) > (Q) > (P)

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D

(P) > (Q) > (R)

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Solution

The correct option is A

(Q) > (R) > (P)


Rate Stability of carbocation formed

So look for stabilization factors. In (Q), post-ionization, the allyl carbocation is stabilized by resonance.

(P) will have to form a highly unstable primary carbocation whereas (R), when undergoing SN1, proceeds through a more stable secondary carbocation.


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