COMEDK · Chemistry · 29. Amines

Choose the correct statement:

A Anilinium ion is less resonance stabilised than Aniline.
B Aliphatic amines are weaker bases than \(\mathrm{NH}_3\) while aromatic amines are stronger bases than \(\mathrm{NH}_3\).
C Sec-butylamine is optically inactive because Nitrogen atom of the \(-\mathrm{NH}_2\) group is achiral.
D Gabriel phthalimide synthesis is used for preparing both Ethyl amine and Aniline.

Verified Solution

Answer & Solution

Correct Answer

(A) Anilinium ion is less resonance stabilised than Aniline.

Step-by-step Solution

Detailed explanation

(1) Correct: In aniline (\(C_6H_5NH_2\)), the lone pair on N is delocalized into the benzene ring, forming multiple resonance structures. In the anilinium ion (\(C_6H_5NH_3^+\)), the lone pair is donated to a proton and can no longer participate in resonance. Hence anilinium ion…

Apply the relevant identity from the chapter and substitute the values established in the previous step, keeping the original constraint in view.

Use the simplified expression to isolate the unknown, then plug the result back into the question setup to confirm the working is internally consistent.

Cross-check against a boundary or limiting case. Both the dimensional balance and the qualitative behaviour at the extreme should agree with the candidate answer.

Combine the steps above to identify the correct option. The remaining choices each fail at least one of the consistency, dimensional, or boundary checks.

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