The product 'D' in the following reaction is:
CH3CNH3O+ANH3,ΔBNaOBrCNaNO2/HClD
A
HCHO
B
CH₃COOH
C
CH₃NH₂
D
CH₃OH
Step-by-Step Solution
The reaction sequence proceeds as follows:
Hydrolysis (A): Methyl cyanide (CH3CN) undergoes acid hydrolysis (H3O+) to form Ethanoic acid (CH3COOH) [A].
CH3CN+2H2O+H+→CH3COOH+NH4+
Amide Formation (B): Heating ethanoic acid with ammonia (NH3,Δ) removes water to form Ethanamide (CH3CONH2) [B].
CH3COOH+NH3→CH3COONH4ΔCH3CONH2+H2O
Hoffmann Bromamide Degradation (C): Reaction with sodium hypobromite (NaOBr or Br2/NaOH) converts the amide to a primary amine with one less carbon atom. Thus, Methylamine (CH3NH2) [C] is formed.
CH3CONH2+Br2+4NaOH→CH3NH2+Na2CO3+2NaBr+2H2O
Reaction with Nitrous Acid (D): Primary aliphatic amines react with nitrous acid (NaNO2+HCl) to form unstable diazonium salts which liberate nitrogen gas and form alcohols. Thus, Methanol (CH3OH) [D] is the final product.
CH3NH2+HNO2→[CH3N2+Cl−]H2OCH3OH+N2+HCl
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