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ExamsJEE AdvancedChemistry

Cyclohexene is treated with acidified KMnO4 solution followed by heating. Identify the organic product formed.

  1. Picric acid
  2. Oxalic acid
  3. Acetic acid
  4. Adipic acid

Correct answer: Adipic acid

Solution

Hot concentrated acidic KMnO4 oxidatively cleaves the double bond in cyclohexene. Since the double bond is inside a six-membered ring, both carbons of the double bond are converted to -COOH groups but remain connected by the rest of the ring chain, yielding hexanedioic acid (adipic acid), a six-carbon dicarboxylic acid.

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