JEE Main · 2026 · 23 Jan 2026 · Shift 2 · Compounds Containing Nitrogen

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A student has been given a compound " x " of molecular formula . ' x ' is sparingly soluble in water. However, on addition of dilute mineral acid , ' x ' becomes soluble in water. ' x ' when treated with and KOH (alc.) ' y ' is produced. ' y ' has a specific unpleasant smell. On treatment with benzenesulphonyl chloride, ' x ' gives a compound ' z ' which is soluble in alkali. The number of different "H" atoms present in ' ' is:-
  1. (A)5
  2. (B)8
  3. (C)4
  4. (D)7✓ Correct

Answer: (D)

Solution

The formula for a base that is sparingly soluble in water, dissolves in dilute acid, and gives the foul-smelling isocyanide of the carbylamine test identifies a primary aromatic amine, aniline. With benzenesulphonyl chloride (Hinsberg reagent) a primary amine yields N-phenylbenzenesulphonamide, , whose N--H is acidic enough to dissolve in alkali. Its distinct hydrogens are the N--H proton together with the ortho, meta and para hydrogens of each monosubstituted ring, giving different hydrogen environments.

JEE Main · 2026 · 23 Jan 2026 · Shift 2 · Single correct option

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