Which of the following is most reactive for S | vedclass

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(B) The reactivity of an alkyl halide towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed in the rate-determinin

Vedclass · Accepted Answer

$CH_3OCH_2Cl$

Vedclass · Answer

(B) The reactivity of an alkyl halide towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed in the rate-determining step.$1$. For $C_6H_5CH_2Cl$,the carbocation formed is $C_6H_5CH_2^+$,which is resonance-stabilized by the phenyl ring.$2$. For $CH_3OCH_2Cl$,the carbocation formed is $CH_3OCH_2^+$. This carbocation is highly stabilized by the lone pair of electrons on the oxygen atom through resonance $(CH_3-O^+=CH_2)$. This is more stable than the benzyl carbocation due to the strong electron-donating effect of the oxygen atom.$3$. For $C_6H_5Cl$,the carbocation $C_6H_5^+$ is highly unstable and not formed easily.$4$. For $(CH_3)_3CCl$,the carbocation formed is $(CH_3)_3C^+$,which is a tertiary carbocation stabilized by inductive effect and hyperconjugation.Comparing the stability,the methoxymethyl carbocation $(CH_3OCH_2^+)$ is the most stable due to the strong resonance stabilization by the oxygen atom. Therefore,$CH_3OCH_2Cl$ is the most reactive towards $S_{N}1$ reaction.

Which of the following is most reactive for $S_{N}1$ reaction?

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