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JEE Main levelSingle correct optionDifficulty 2 of 3ro085

Cyclohexene is first treated with cold, dilute, alkaline and the product is then treated with . The final organic product is

  1. Ahexanedial
  2. Bcyclohexanone
  3. C6-oxohexanoic acid
  4. Dhexanedioic acid

Answer: A

Cold permanganate gives cis-cyclohexane-1,2-diol. Periodic acid cleaves the ring C-C bond between the two carbinol carbons and each end becomes an aldehyde group. The result is , hexanedial, the same product as ozonolysis with reductive work-up.
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