Q35 / 180 · AIIMS 2008 · Chemistry

Assertion : Anilinium chloride is more acidic than ammonium chloride. Reason : Anilinium chloride is resonance stabilised.

  • A
    If both assertion and reason are true and reason is the correct explanation of assertion.
  • B
    If both assertion and reason are true but reason is not the correct explanation of assertion.
  • Correct answer
    C
    If assertion is true but reason is false.
  • D
    If 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. Figure

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

Relevant Questions