Draw the structures of different isomers corresponding to the molecular formula `C_(3)H_(9)N`. Write the IUPAC names of the isomers which will liberate nitrogen gas on treatment with nitrous acid.

Explanation

Four structural isomers are possible
`underset("Propan-1-amine"(1^(@) "amine"))(CH_(3)-CH_(2)-CH_(2)-NH_(2)), underset("N-methyl ethanamine"(2^(@)"amine"))(CH_(3)-NH-C_(2)H_(5)) underset("N, N-dimethyl methanamine"(3^(@) "amine"))(CH_(3)-overset(overset(CH_(3))(|))(N)-CH_(3)), underset("Propan-2-amine"(1^(@)"amine"))(CH_(3)-underset(underset(NH_(2))(|))(CH)-CH_(3))`
only `1^(@)` amines react with `HNO_(2)` to give `N_(2)` gas i.e., `underset("Propan-1-amine")(CH_(3)-CH_(2)-CH_(2)-NH_(2)+ HONO)rarr underset("Propan-1-ol (Major product)")(CH_(3)-CH_(2)-CH_(2)OH + N_(2) uarr + H_(2)O)`