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JEE Advanced levelSingle correct optionDifficulty 3 of 3o1093

Cyclohexanone is treated with (i) , mild acid (pH about 5-6); (ii) . The product is

  1. A1-methylcyclohexan-1-ol
  2. Bcyclohexanol
  3. CN-methylcyclohexanamine
  4. DN,N-dimethylcyclohexanamine

Answer: C

The ketone and the primary amine give an imine, which is protonated to an iminium ion. is a mild hydride donor that reduces the iminium ion faster than the ketone, giving the secondary amine, N-methylcyclohexanamine (reductive amination).
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