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Question
An organic compound (A) with molecular formula C3H7NO on heating with Br2 and KOH forms a compound (B). Compound (B) on heating with CHCl3 and alcoholic KOH produces a foul-smelling compound (C) and on reacting with C6H5SO2Cl forms a compound (D) which is soluble in alkali. Write the structure of (A), (B), (C) and (D).
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Solution
\[\ce{CH3\underset{(A)}{CH2}CONH2 + Br2 + KOH -> CH3\underset{(B)}{CH2}NH2}\]
\[\ce{CH3\underset{(B)}{CH2}NH2 + CHCl3 + KOH -> CH3\underset{(C)}{CH2}NC + KCl + H2O}\]
A = Propanaimde
B = Ethyl amine (1° amine)
C = Ethyl isocyanide
D = N-ethyl benzene sulphonamide
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