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JEE Advanced levelSingle correct optionDifficulty 3 of 3co205

Ethanoic anhydride is treated with exactly two equivalents of methylamine, , in an inert solvent. The products are

  1. AN-methylethanamide and ethanoic acid
  2. Bethanamide and methyl ethanoate
  3. CN-methylethanamide and methylammonium ethanoate
  4. DN,N-dimethylethanamide and ethanoic acid

Answer: C

One amine molecule attacks the anhydride to give and ethanoic acid. The second equivalent of the basic amine neutralises the acid, giving methylammonium ethanoate. The anhydride needs two moles of amine per mole for complete conversion of one acyl group.
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