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Question

(A) The reactivity of alkyl halides towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed after the departure of t

Vedclass · Accepted Answer

Benzyl chloride $(C_6H_5CH_2Cl)$

Vedclass · Answer

(A) The reactivity of alkyl halides towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed after the departure of the leaving group.$1$. Benzyl chloride forms a benzyl carbocation $(C_6H_5CH_2^+)$,which is highly stabilized by resonance with the benzene ring.$2$. Chlorobenzene does not undergo $S_{N}1$ reaction easily because the $C-Cl$ bond has partial double bond character due to resonance,and the phenyl cation is highly unstable.$3$. Cyclohexyl chloride forms a secondary carbocation,which is less stable than the resonance-stabilized benzyl carbocation.$4$. $1-$Chlorobicyclo[$2.2$.$1$]heptane is highly unreactive towards $S_{N}1$ because the formation of a carbocation at the bridgehead position is forbidden by Bredt's rule due to the strain involved in achieving a planar geometry.Therefore,benzyl chloride is the most reactive towards $S_{N}1$ reaction.

Most reactive for $S_{N}1$ reaction is

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