Question:

Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolyzed by aqueous KOH.

Updated On: Sep 26, 2023
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Solution and Explanation

Hydrolysis by aqueous KOH proceeds through the formation of carbonation. If carbocation is stable, then the compound is easily hydrolyzed by aqueous KOH. Now,C6H5CH2CL forms 1°-carbocation, while C6H5CHCLC6H5 forms 2°-carbocation, which is more stable than 1°-carbocation.Hence,C6H5CHCLC6H5 is hydrolyzed more easily than C6H5CH2CL by aqueous KOH.

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