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, `C_6H_5CH_2Cl` forms 1°-carbocation, while C6H5CHClC6H5 forms 2°-carbocation, which is more stable than 1°-carbocation. Hence, `C_6H_5CHClC_6H_5` is hydrolyzed more easily than `C_6H_5CH_2Cl` by aqueous KOH.
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