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JEE Main levelSingle correct optionDifficulty 2 of 3ro253

The compound shown is treated with m-CPBA. Which structure is the major product?

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

Answer: C

The compound is cyclopentyl methyl ketone. The secondary cyclopentyl group has a higher migratory aptitude than methyl, so oxygen is inserted between the carbonyl and the ring carbon to give cyclopentyl acetate. Migration of methyl would give methyl cyclopentanecarboxylate.
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