Q.What happens when 1-phenylethanol is treated with acidified KMnO4?
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Start your 14-day free trial to unlock the full solution →Step 1. 1-Phenylethanol, C6H5-CH(OH)-CH3, is a SECONDARY (benzylic) alcohol.
Step 2. Acidified KMnO4, a strong oxidant, first oxidises this secondary alcohol to the corresponding ketone, acetophenone (1-phenylethan-1-one, C6H5-CO-CH3).
Step 3. Because KMnO4 under acidic, typically hot conditions is also well known to oxidatively cleave alkylbenzene side chains all the way down to the ring-attached carboxylic acid (regardless of the original side-chain length or oxidation state, provided a benzylic C-H/bond is available), prolonged or vigorous treatment carries the reaction on further, past acetophenone, to benzoic acid (C6H5-COOH). …
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