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JEE Main levelSingle correct optionDifficulty 2 of 3nc156

Aniline is treated with benzenesulfonyl chloride, , in aqueous . The observation is

  1. Aan insoluble solid, because the sulfonamide has no acidic hydrogen
  2. Bno reaction, because aniline is an aromatic amine
  3. Cevolution of nitrogen gas
  4. Da clear solution, because N-phenylbenzenesulfonamide has an acidic N-H and dissolves as its potassium salt

Answer: D

Primary amines form sulfonamides that retain an N-H, which is acidic because of the strongly withdrawing sulfonyl group. The sulfonamide therefore dissolves in alkali. Secondary amines give alkali-insoluble sulfonamides.
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