Which one is most reactive towards S_{N}1 rea | vedclass

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(C) Key Idea: The $S_{N}1$ reaction proceeds via the formation of a carbocation intermediate. The stability of the carbocation determines the reactivi

Vedclass · Accepted Answer

$C_6H_5C(CH_3)(C_6H_5)Br$

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(C) Key Idea: The $S_{N}1$ reaction proceeds via the formation of a carbocation intermediate. The stability of the carbocation determines the reactivity of the alkyl/aryl halide; higher stability leads to higher reactivity.The carbocations formed from the given halides are:$1$. $C_6H_5CH(C_6H_5)Br \rightarrow (C_6H_5)_2CH^+ + Br^-$$2$. $C_6H_5CH(CH_3)Br \rightarrow C_6H_5CH^+(CH_3) + Br^-$$3$. $C_6H_5C(CH_3)(C_6H_5)Br \rightarrow (C_6H_5)_2C^+(CH_3) + Br^-$$4$. $C_6H_5CH_2Br \rightarrow C_6H_5CH_2^+ + Br^-$The stability order of these carbocations is: $(C_6H_5)_2C^+(CH_3) > (C_6H_5)_2CH^+ > C_6H_5CH^+(CH_3) > C_6H_5CH_2^+$.The carbocation $(C_6H_5)_2C^+(CH_3)$ is the most stable due to the presence of two phenyl groups and one methyl group providing resonance and inductive stabilization. Thus,$C_6H_5C(CH_3)(C_6H_5)Br$ is the most reactive towards $S_{N}1$ reaction.

Which one is most reactive towards $S_{N}1$ reaction?

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