Q18 / 75 · JEE Main 2026 (05 April Shift 1) · Chemistry

Identify the incorrect statements.
Figure
Choose the correct answer from the options given below:

  • A
    A and D Only
  • B
    A and C Only
  • Correct answer
    C
    B and C Only
  • D
    A and B Only

Solution

Statement A: In benzylamine ($C_6H_5CH_2NH_2$), the lone pair of electrons on the nitrogen atom is localized and not involved in resonance. In aniline ($C_6H_5NH_2$), the lone pair is delocalized over the benzene ring. Hence, benzylamine is a stronger base than aniline. Statement A is correct.

Statement B: Gabriel phthalimide synthesis involves the nucleophilic substitution ($S_N2$) of an alkyl halide by the phthalimide anion. Aryl halides do not undergo nucleophilic substitution easily due to the partial double bond character of the C-X bond. Therefore, primary aromatic amines (like p-methoxyaniline) cannot be synthesized by this method. Statement B is incorrect.

Statement C: The reaction of 2-phenylacetamide ($C_6H_5CH_2CONH_2$) with $Br_2$ and $NaOH$ is the Hoffmann bromamide degradation, which yields benzylamine ($C_6H_5CH_2NH_2$). Benzylamine is a primary aliphatic (aralkyl) amine, not a primary aromatic amine (where the $-NH_2$ group must be directly attached to the benzene ring). Statement C is incorrect.

Statement D: p-Nitroaniline undergoes diazotization with $NaNO_2$ and $HCl$ at $0^\circ C$ to form p-nitrobenzenediazonium chloride. Heating this aqueous solution ($\Delta$) yields p-nitrophenol. Since p-nitrophenol is acidic, it dissolves in aqueous $NaOH$ to form a soluble sodium salt. Statement D is correct.

The incorrect statements are B and C.

Answer: B and C Only

Hence, the correct answer is option: 'C'.

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