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JEE Advanced levelSingle correct optionDifficulty 3 of 3si033

A liquid X () gives no foul-smelling compound on warming with and alcoholic KOH. When shaken with benzenesulphonyl chloride and aqueous KOH it is recovered unchanged as an oil, which dissolves in dilute HCl. X is

  1. A2,4-dimethylaniline
  2. B
  3. CN-ethylaniline
  4. DN,N-dimethylaniline

Answer: D

The negative carbylamine test rules out the primary amines 2,4-dimethylaniline and 2-phenylethanamine. No sulphonamide formation and recovery of the basic oil mean a tertiary amine. N-Ethylaniline is secondary and would give an insoluble sulphonamide. X is .
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