CBSE Class 12 Chemistry 2022 Term 2 Delhi Set 3

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Question : 3
Total: 12
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).
Solution:  
CH3CH2CONH2
(A)
+Br2
+KOH
→
CH3CH2NH2
(B)

CH3CH2NH2
(B)
+CHCl3
+KOH
→
CH3CH2‌NC
(C)
+KCl+H2O
‌A=‌ Propanaimde ‌
‌B=‌ Ethyl amine ‌(1∘‌ amine ‌)
‌C=‌ Ethyl isocyanide ‌
‌D=‌ N-ethyl benzene sulphonamide ‌
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