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).

Answer 1

\[\ce{CH3\underset{(A)}{CH2}CONH2 + Br2 + KOH -> CH3\underset{(B)}{CH2}NH2}\]

\[\ce{CH3\underset{(B)}{CH2}NH2 + CHCl3 + KOH -> CH3\underset{(C)}{CH2}NC + KCl + H2O}\]

A = Propanaimde

B = Ethyl amine (1° amine)

C = Ethyl isocyanide

D = N-ethyl benzene sulphonamide