Ncert Exercises & Solutions

10.17 Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolysed by aqueous KOH. NEETprep Audio Note (English):

Hydrolysis by aqueous KOH proceeds through the formation of carbocation. If carbocation
is stable, then the compound is easily hydrolyzed by aqueous KOH. Now, $C_{6} H_{5} C H_{2} C l$
forms 1°-carbocation, while forms $C_{6} H_{5} C H C L C_{6} H_{5}$ 2°-carbocation, which
is more stable than 1°-carbocation. Hence, $C_{6} H_{5} C H C l C_{6} H_{5}$ is hydrolyzed more easily
than $C_{6} H_{5} C H_{2} C l$ by aqueous KOH.

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