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

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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APPEARS IN

NCERT Class 12 Chemistry Textbook
Chapter 10 Haloalkanes and Haloarenes
Q 17 | Page 312
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