Which of the following alkylbenzenes will completely resist side-chain oxidation when refluxed with — Aromatic Hydrocarbons Chemistry Question
Question
Which of the following alkylbenzenes will completely resist side-chain oxidation when refluxed with strongly alkaline $KMnO_4$?
Answer: D
💡 Solution & Explanation
Side-chain oxidation by $KMnO_4$ strictly requires the presence of at least one benzylic $C-H$ bond to initiate cleavage. Since t-butylbenzene has a fully substituted benzylic carbon (no hydrogens), it undergoes no reaction.
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