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Nucleophilic Substitution in Aryl Halides

WHY CANT ARYL...

Question

WHY CANT ARYL HALIDES BE PREPARED BY REACTION OF PHENOL WITH HCL IN THE PRESENCE OF Zncl2

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Solution

The vinylic (phenyl) carbocation formed in the reaction will be sp hybridised. sp hybridised carbocations are unstable and hence reaction cannot proceed.

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Nucleophilic Substitution in Aryl Halides

Standard XII Chemistry

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