1.

Explain : C_(6)H_(5)CHClCH_(3) is hydrolysed more easily with KOH than C_(6)H_(5)CH_(2)Cl.

Answer»

Solution :
SECONDARY BENZYLIC halide Primary benzylic halide Secondary benzylic carbocation can stabilise itself more than primary benzylic carbocation because of addition inductive effect of` - CH_(3)` GROUP. It neutralises the `+ ve `charge on the carbocation. Of course stabilisation through resonance is common to both.

THEREFORE, `C_(6)H_(5)CHClCH_(3)` ishydrolysed moreeasily than `C_(6)H_(5)CH_(2)Cl " with " KOH` .


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