The increasing rate of S_N1 reaction in the f | vedclass

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Question

(D) The rate of $S_N1$ reaction is directly proportional to the stability of the carbocation intermediate formed after the loss of the leaving group $

Vedclass · Accepted Answer

$B < A < C < D$

Vedclass · Answer

(D) The rate of $S_N1$ reaction is directly proportional to the stability of the carbocation intermediate formed after the loss of the leaving group $(I^-)$.$(A)$ The carbocation is a secondary benzylic carbocation.$(B)$ The $-OCH_3$ group is at the meta position. It exerts a strong $-I$ effect and no resonance effect on the carbocation. This destabilizes the carbocation compared to $(A)$.$(C)$ The $-CH_3$ group is at the para position. It provides stability through $+I$ and hyperconjugation effects.$(D)$ The $-OCH_3$ group is at the para position. It provides significant stability through the $+M$ (resonance) effect,which outweighs its $-I$ effect.Comparing the stability: The meta-methoxy substituted carbocation $(B)$ is the least stable due to the $-I$ effect. The unsubstituted benzylic carbocation $(A)$ is next. The para-methyl substituted carbocation $(C)$ is more stable due to hyperconjugation. The para-methoxy substituted carbocation $(D)$ is the most stable due to the strong $+M$ effect.Therefore,the order of increasing rate is $B < A < C < D$.

The increasing rate of $S_N1$ reaction in the following compounds is:

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