Which of the following will NOT undergo S_{N} | vedclass

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(D) The $S_{N}1$ reaction mechanism proceeds via the formation of a carbocation intermediate. The stability of the carbocation determines the reactivi

Vedclass · Accepted Answer

$C_6H_5CH_2CH_2Cl$

Vedclass · Answer

(D) The $S_{N}1$ reaction mechanism proceeds via the formation of a carbocation intermediate. The stability of the carbocation determines the reactivity towards $S_{N}1$. $(A)$ $C_6H_5CH_2Cl$ forms a resonance-stabilized benzyl carbocation $(C_6H_5CH_2^+)$. $(B)$ $CH_2=CHCH_2Cl$ forms a resonance-stabilized allyl carbocation $(CH_2=CHCH_2^+)$. $(C)$ $(CH_3)_3CCl$ forms a stable tertiary carbocation $((CH_3)_3C^+)$. $(D)$ $C_6H_5CH_2CH_2Cl$ is a primary alkyl halide. The formation of a primary carbocation $(C_6H_5CH_2CH_2^+)$ is highly unfavorable due to its low stability. Therefore,it does not undergo $S_{N}1$ reaction.

Which of the following will $NOT$ undergo $S_{N}1$ reaction with $\text{OH}^-$?

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