Q18 / 75 · JEE Main 2026 (05 April Shift 1) · Chemistry
Identify the incorrect statements.

Choose the correct answer from the options given below:

Choose the correct answer from the options given below:
- AA and D Only
- BA and C Only
- Correct answerCB and C Only
- DA 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
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'.