The compound most reactive towards S_{N}1 rea | vedclass

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Question

(D) The reactivity towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed after the loss of the leaving group $(Cl^

Vedclass · Accepted Answer

$MeOCH_{2}Cl$

Vedclass · Answer

(D) The reactivity towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed after the loss of the leaving group $(Cl^-)$.$1$. For $MeCOCH_{2}Cl$,the carbocation $MeCOCH_{2}^+$ is destabilized by the electron-withdrawing carbonyl group.$2$. For cyclopropyl chloride,the cyclopropyl cation is highly unstable due to significant angle strain.$3$. For $C_{6}H_{5}CH_{2}CH_{2}Cl$,the carbocation $C_{6}H_{5}CH_{2}CH_{2}^+$ is a primary carbocation,which is relatively unstable.$4$. For $MeOCH_{2}Cl$,the carbocation formed is $MeOCH_{2}^+$. This carbocation is resonance-stabilized by the lone pair on the oxygen atom: $Me-O-CH_{2}^+ \leftrightarrow Me-O^+=CH_{2}$. This structure is highly stable because every atom has a complete octet.Therefore,$MeOCH_{2}Cl$ is the most reactive towards $S_{N}1$ reaction.

The compound most reactive towards $S_{N}1$ reaction is :

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