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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
CH3CH2NHCH3
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B
CH3N|CH3CH3
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C
CH3CH2CH2NH2
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D
(CH3)2CHNH2
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Solution

The correct option is D (CH3)2CHNH2
CH3CH|CH3(A)NH2CHCl3−−−KOHCH3CH|CH3(C)N=CReduction−−−−−CH3CH|CH3NHCH3

Hence, option D is correct.

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