Which of the compounds will react faster in $S_N1$ reaction with the $–OH$ ion?
$\text{CH}_3-\text{CH}_2-\text{Cl}$ or $\text{C}_6\text{H}_5-\text{CH}_2-\text{Cl}$
$\text{CH}_3-\text{CH}_2-\text{Cl}$ or $\text{C}_6\text{H}_5-\text{CH}_2-\text{Cl}$
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$S_N1$ reaction depends on the stability of the carbocation. Benzylic cation in $\ce{C_6H_5-CH_2-Cl}$ is more stable than alkyl carbocation in $\ce{CH_3-CH_2Cl}.$ Benzylic carbocation can be stabilized by resonance. Thus, the rate will be faster in $\ce{C_6H_5CH_2Cl}.$
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