1.

An organic compound (C_(3)H_(9)N)(A) when treated with nitrous acid, gave an alcohol and N_(2) gas was evolved. (A) on warming with CHCl_(3) and caustic potash gave (C) which on reduction gave isopropylmethylamine. Predict the structure of (A).

Answer»


`CH_(3)CH_(2)-NH-CH_(3)`
`CH_(3)-underset(CH_(3))underset(|)(C)-CH_(3)`
`CH_(3)CH_(2)CH_(2)-NH_(2)`

Solution :Since compound `A(C_(3)H_(9)N)` reacts with `HNO_(2)` to GIVE alcohol and `N_(2)` gas, therefore, it must be a primary aliphatic AMINE. Further, since `1^(@)`aliphatic amine (A) on warming with `CHCl_(3)` and caustic potash gave compound (C) which on reduction gave ISOPROPYLMETHYLAMINE, therefore, `1^(@)` amine (A) must be isopropylamine, i.e., option (a) is correct.


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