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

Vedclass · Accepted Answer

$C_{6}H_{5}C(Br)(CH_{3})C_{6}H_{5}$

Vedclass · Answer

(D) The reactivity of alkyl halides towards the $S_{N}1$ mechanism depends on the stability of the carbocation intermediate formed after the departure of the leaving group $(Br^-)$.$1$. $C_{6}H_{5}CH_{2}^+$ (Benzyl carbocation): Stabilized by resonance with one phenyl ring.$2$. $C_{6}H_{5}CH^+CH_{3}$ ($1$-phenylethyl carbocation): Stabilized by resonance with one phenyl ring and inductive effect of the methyl group.$3$. $C_{6}H_{5}CH^+C_{6}H_{5}$ (Diphenylmethyl carbocation): Highly stabilized by resonance with two phenyl rings.$4$. $C_{6}H_{5}C^+(CH_{3})C_{6}H_{5}$ ($1$,$1$-diphenyl$-1-$ethyl carbocation): Most stable due to resonance with two phenyl rings and the inductive effect of the methyl group.Since the stability order of the carbocations is $C_{6}H_{5}C^+(CH_{3})C_{6}H_{5} > C_{6}H_{5}CH^+C_{6}H_{5} > C_{6}H_{5}CH^+CH_{3} > C_{6}H_{5}CH_{2}^+$,the compound $C_{6}H_{5}C(Br)(CH_{3})C_{6}H_{5}$ is the most reactive towards the $S_{N}1$ mechanism.

Which of the following is the most reactive towards $S_{N}1$ mechanism?

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