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JEE Main levelSingle correct optionDifficulty 2 of 3hc225

The cyclic alkene shown is treated with ozone and then /. Which structure is the single product?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: A

The compound shown is 1-methylcyclohexene. Cleaving the ring double bond opens the ring: the methyl-bearing carbon becomes a ketone and the other carbon an aldehyde, giving 6-oxoheptanal. Reductive work-up keeps the aldehyde, so the keto-acid is wrong, and no carbon is lost, so hexanedial is wrong.
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