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Question

Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolysed by aqueous KOH?

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Solution

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


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