The ascending order of relative rate of solvo | vedclass

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Question

(A) The rate of solvolysis (which proceeds via an $S_{N}1$ mechanism) is directly proportional to the stability of the intermediate carbocation formed

Vedclass · Accepted Answer

$D < A < B < C$

Vedclass · Answer

(A) The rate of solvolysis (which proceeds via an $S_{N}1$ mechanism) is directly proportional to the stability of the intermediate carbocation formed after the departure of the leaving group (bromide ion).$1$. Compound $C$ forms a diphenylmethyl carbocation,which is highly stabilized by resonance with two phenyl rings.$2$. Compound $B$ forms a benzylic carbocation (specifically,a $1-$tetralyl type),which is stabilized by resonance with one benzene ring.$3$. Compound $A$ forms a tertiary carbocation in a cyclohexane ring,which is stabilized by inductive effects and hyperconjugation.$4$. Compound $D$ forms a secondary carbocation,which is the least stable among the given options.Thus,the stability order of the carbocations is $C > B > A > D$. Consequently,the ascending order of the rate of solvolysis is $D < A < B < C$.

The ascending order of relative rate of solvolysis of the following compounds is:

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