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JEE Main2026Jan 23, Shift 2Chemistry
Q.

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 'z' is:-

  1. A

    5

  2. B

    8

  3. C

    4

  4. D

    7

Solution

with the given behaviour is aniline ():

- Sparingly soluble in water but soluble in dilute (forms anilinium salt).

- With (carbylamine reaction), aniline gives phenyl isocyanide (offensive smell) → this confirms a primary amine.

- With benzenesulphonyl chloride (Hinsberg test), aniline gives -phenyl benzenesulphonamide (), which is soluble in alkali because of the acidic .

Counting distinct H environments in (compound z):

- : 1 type

- Aniline ring (attached to NH): ortho, meta, para = 3 types

- Sulphonyl ring (attached to ): ortho, meta, para = 3 types

Total = different hydrogen environments.

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