Which of the following alkylbenzenes will completely resist side-chain oxidation when refluxed with strongly alkaline ?

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Question

Which of the following alkylbenzenes will completely resist side-chain oxidation when refluxed with strongly alkaline $KMnO_4$?

Prashant Kotian · Accepted Answer

Correct answer: D. Side-chain oxidation by KMnO4 strictly requires the presence of at least one benzylic C-H bond to initiate cleavage. Since t-butylbenzene has a fully substituted benzylic carbon, it undergoes no reaction.

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