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Question: Answered & Verified by Expert
Assertion : Anilinium chloride is more acidic than ammonium chloride.
Reason : Anilinium chloride is resonance stabilised.
ChemistryGeneral Organic ChemistryAIIMSAIIMS 2008
Options:
  • 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.
  • C If assertion is true but reason is false.
  • D If both assertion and reason are false.
Solution:
2905 Upvotes Verified Answer
The correct answer is: If assertion is true but reason is false.
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.

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