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Question

An organic compound (C3H9N) (A) when treated with nitrous acid, gave an alcohol and N2 gas was evolved. (A) on warming with CHCl3 and caustic potash gave (C), which on reduction gave isopropylmethylamine. Predict the structure of (A).

A
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B
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C
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D
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Solution

The correct option is A
The given amine gives alcohol when treated with nitrous acid, so it should be a primary amine.
As it also gives isopropylmethyl amine in carbylamine test, it should be an isopropyl amine not n-propyl amine.

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