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COMEDK · Chemistry · 29. Amines

An optically active compound \([\mathrm{X}]\) (Molecular formula \(\mathrm{C}_8 \mathrm{H}_{11} \mathrm{~N}\) ) reacts with \(\mathrm{CHCl}_3\) / Ethanolic KOH on heating to form an isocyanide. On reaction with \(\mathrm{NaNO}_2 / \mathrm{HCl}\), it yields an alcohol with liberation of \(\mathrm{N}_2\). Identify the compound \([\mathrm{X}]\).

  1. A 1-Phenylethanamine.
  2. B 2, 4-Dimethylaniline.
  3. C 2-Ethylaniline.
  4. D 3, 4-Dimethylaniline.
Verified Solution

Answer & Solution

Correct Answer

(A) 1-Phenylethanamine.

Step-by-step Solution

Detailed explanation

The molecular formula \(\mathrm{C}_8 \mathrm{H}_{11} \mathrm{N}\) corresponds to a degree of unsaturation of \(8 - \dfrac{11}{2} + \dfrac{1}{2} + 1 = 4\). This indicates the presence of a benzene ring. The reaction with \(\mathrm{CHCl}_3 / \mathrm{KOH}\) (carbylamine test)…