Q31 / 180 · AIIMS 2007 · Chemistry

Which of the following amines will not give \(\mathrm{N}_2\) gas on treatment with nitrous acid \(\left(\mathrm{NaNO}_2+\right.\) \(\mathrm{HCl})\) ?

  • A
    \(\mathrm{C}_2 \mathrm{H}_5 \mathrm{NH}_2\)
  • B
    \(\mathrm{CH}_3 \mathrm{NH}_2\)
  • C
    \(\left(\mathrm{CH}_3\right)_2 \mathrm{CH}-\mathrm{NH}_2\)
  • Correct answer
    D
    All will give \(\mathrm{N}_2\).

Solution

All aliphatic primary amines liberate \(\mathrm{N}_2\) gas on treatment with \(\mathrm{HNO}_2\). \(R-\mathrm{NH}_2+\mathrm{HONO} \stackrel{273-278 \mathrm{~K}}{\longrightarrow} R-\mathrm{OH}+\mathrm{N}_2+\mathrm{H}_2 \mathrm{O}\) Since no other class of amines liberate \(\mathrm{N}_2\) gas on treatment with \(\mathrm{HNO}_2\), this reaction is used as a test for aliphatic primary amines.

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

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