MCQMediumJEE 2026Amines (Classification & Properties)

JEE Chemistry 2026 Question with Solution

A student has been given a compound "x" of molecular formula- C6H7NC_6H_7N. 'x' is sparingly soluble in water... 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:-

  • A

    55

  • B

    44

  • C

    88

  • D

    77

Answer

Correct answer:A

Step-by-step solution

Standard Method

Given: The molecular formula of XX is C6H7NC_6H_7N. On treatment with benzenesulphonyl chloride, XX gives a compound ZZ soluble in alkali.

Find: The number of different hydrogen atoms present in ZZ.

The Hinsberg test is crucial: a primary amine forms an alkali-soluble sulfonamide, a secondary amine forms an alkali-insoluble sulfonamide, and a tertiary amine does not react.

From the molecular formula, XX corresponds to aniline.

X=C6H5NH2X = \mathrm{C_6H_5NH_2}

On treatment with benzenesulphonyl chloride C6H5SO2Cl\mathrm{C_6H_5SO_2Cl}, aniline undergoes the Hinsberg reaction to form sulphonamide:

Z=C6H5SO2NHC6H5Z = \mathrm{C_6H_5SO_2NHC_6H_5}

The product ZZ is soluble in alkali due to the presence of an acidic NHN-H proton, confirming that XX is a primary amine.

Now count the different types of hydrogen atoms in ZZ:

  • One type of hydrogen due to the NHN-H proton.
  • The aromatic protons in the phenyl rings appear in four distinct chemical environments due to symmetry and substitution effects.
Total different hydrogen atoms=1+4=5\text{Total different hydrogen atoms} = 1 + 4 = 5

Therefore, the number of different hydrogen atoms in ZZ is 55. The correct option is A.

Common mistakes

  • Assuming XX is not a primary amine. This is wrong because alkali-soluble sulfonamide formation in the Hinsberg test indicates a primary amine. First identify the amine class before counting hydrogen environments.

  • Counting all aromatic hydrogens separately. This is incorrect because symmetry makes some hydrogens chemically equivalent. Determine equivalent positions in the substituted phenyl rings before counting.

  • Ignoring the NHN-H proton in ZZ. This leads to an undercount because the sulfonamide product still contains one acidic NHN-H hydrogen. Include it as a separate type.

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