Question
Write structures of different isomers corresponding to the molecular formula, $\ce{C_3H_9N}.$ Write $\ce{IUPAC}$ names of the isomers which will liberate nitrogen gas on treatment with nitrous acid.

Answer

  1. $\text{CH}_3-\text{CH}-2-\text{CH}_2-\text{NH}_2$
Propan $- 1 -$ amine$($pri$)$
  1. Propan $- 2 -$ amine $($pri$)$
$ \ \ \ \ \ \ \ \ \ \ \ \text{NH}_2\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{CH}-\text{CH}_3$
  1. $\text{CH}_3-\text{CH}_2-\text{C}_2\text{H}_5$
$N-$methylethanamine $($Sec$)$
primary amine, $(a)$ Propan $- 1 -$ amine, and $(b)$ Propan $- 2 -$ amine will liberate nitrogen gas on treatment with nitrous acid.
$\text{CH}_3\text{CH}_2\text{CH}_2\text{NH}_2+\text{HNO}_2\rightarrow\text{CH}_3\text{CH}_2\text{CH}_2\text{OH}+\text{N}_2+\text{HCl}\\\text{Propan-1-amine} \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{Propan-1-ol}$

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