MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition / Formation of acetals, imines and enamines
JEE Main levelSingle correct optionDifficulty 2 of 3o1133

Cyclohexanone reacts with methylamine, , under mild acid catalysis (water removed). The isolated product is

  1. AN,N-dimethylcyclohexanamine
  2. B1-methylaminocyclohexan-1-ol, stable and isolated
  3. CN-methylcyclohexanamine
  4. DN-cyclohexylidenemethanamine (the imine)

Answer: D

A primary amine adds to the ketone to give an unstable carbinolamine. Loss of water produces the C=N imine. The carbinolamine is not isolable and no reduction occurs without a reducing agent.
Practice Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition More on Formation of acetals, imines and enamines
Previous questionNext question

More questions on Formation of acetals, imines and enamines