MolSynapsequestion bank
MolSynapse / Question bank / Amines and Aromatic Nitrogen Compounds / Hinsberg, carbylamine and HNO2 reactions of drawn amines
JEE Advanced levelSingle correct optionDifficulty 3 of 3nc259

The amine shown is tested with chloroform/KOH, with nitrous acid at 0 C and with benzenesulfonyl chloride/aqueous alkali. Which set of observations is correct?

  1. ACarbylamine positive; stable diazonium salt with nitrous acid; sulfonamide dissolves in alkali
  2. BCarbylamine positive; alcohol plus nitrogen gas with nitrous acid; sulfonamide dissolves in alkali
  3. CCarbylamine negative; alcohol plus nitrogen gas; sulfonamide dissolves in alkali
  4. DCarbylamine positive; alcohol plus nitrogen gas; sulfonamide is insoluble in alkali

Answer: B

The compound shown is 1-phenylethylamine, a primary aliphatic amine (the nitrogen is on an sp3 carbon). It gives the carbylamine test, loses with to form 1-phenylethanol, and gives a Hinsberg sulfonamide with an acidic N-H that dissolves in alkali.
Practice Amines and Aromatic Nitrogen Compounds More on Hinsberg, carbylamine and HNO2 reactions of drawn amines
Previous questionNext question

More questions on Hinsberg, carbylamine and HNO2 reactions of drawn amines