Consider the S_N1 solvolysis of the following | vedclass

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Question

(A) The rate of $S_N1$ reaction is directly proportional to the stability of the carbocation formed in the rate-determining step. $(III)$ $C_6H_5-CH(B

Vedclass · Accepted Answer

$III > IV > II > I$

Vedclass · Answer

(A) The rate of $S_N1$ reaction is directly proportional to the stability of the carbocation formed in the rate-determining step. $(III)$ $C_6H_5-CH(Br)-C_6H_5 \rightarrow (C_6H_5)_2CH^{+}$ (Highly stable due to resonance with two phenyl rings). $(IV)$ $C_6H_5-CH(Br)-CH_3 \rightarrow C_6H_5-CH^{+}-CH_3$ (Stable due to resonance with one phenyl ring). $(II)$ $CH_3-C(CH_3)(Br)-CH_3 \rightarrow (CH_3)_3C^{+}$ ($3^\circ$ carbocation,stabilized by $+I$ effect and $9$ hyperconjugative hydrogens). $(I)$ $CH_3-CH(CH_3)-CH(Br)-CH_3 \rightarrow CH_3-CH(CH_3)-CH^{+}-CH_3$ ($2^\circ$ carbocation,stabilized by $4$ hyperconjugative hydrogens). Therefore,the stability order is $III > IV > II > I$,which is also the order of reactivity.

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