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(C) The reactivity towards $S_N1$ reaction depends on the stability of the carbocation formed as an intermediate. The more stable the carbocation,the

Vedclass · Accepted Answer

$1-$Methylcyclohexyl chloride

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(C) The reactivity towards $S_N1$ reaction depends on the stability of the carbocation formed as an intermediate. The more stable the carbocation,the faster the reaction.$1.$ Benzyl bromide and benzyl chloride form a benzyl carbocation $(C_6H_5CH_2^+)$,which is resonance stabilized.$2.$ $1-$Methylcyclohexyl chloride forms a tertiary $(3^{\circ})$ carbocation,which is more stable than the primary benzyl carbocation due to inductive effect and hyperconjugation.$3.$ Chlorobenzene does not undergo $S_N1$ reaction easily because the $C-Cl$ bond has partial double bond character due to resonance.Comparing the leaving group ability,$Br^-$ is a better leaving group than $Cl^-$. Therefore,benzyl bromide is more reactive than benzyl chloride. However,the tertiary carbocation formed from $1-$methylcyclohexyl chloride is significantly more stable than the primary benzyl carbocation. Thus,$1$-methylcyclohexyl chloride is the most reactive towards $S_N1$.

Which one of the following compounds is most reactive towards $S_N1$ reaction?

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