Q35 / 180 · AIIMS 2008 · Chemistry
Assertion : Anilinium chloride is more acidic than ammonium chloride.
Reason : Anilinium chloride is resonance stabilised.
- AIf both assertion and reason are true and reason is the correct explanation of assertion.
- BIf both assertion and reason are true but reason is not the correct explanation of assertion.
- Correct answerCIf assertion is true but reason is false.
- DIf both assertion and reason are false.
Solution
Aniline is weaker base than ammonium chloride. In $\mathrm{NH}_4 \mathrm{Cl}$ or aliphatic amines, nonbonding electron pair of $\mathrm{N}$ is localised and is fully available for coordination with a proton.
$\begin{aligned} & \mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_3^{\oplus} \longrightarrow \mathrm{C}_6 \mathrm{H}_5 \mathrm{NH}_2+\mathrm{H}^{+} \\ & \text {(stronger acid) } \quad \text { (weaker-conjugate base) } \\ & \end{aligned}$
(stronger acid) (weaker-conjugate base) On the other hand, in aniline and other aromatic amines, the non-bonding electron pair is delocalised into benzene ring by resonance.


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