Identify A and B in the following sequence: $$\mathrm{CH_3COOC_2H_5\xrightarrow{NH_3}A\xrightarrow{Br_2/KOH}B}$$

CBSE Class 12 · 2001 · Foreign · Compounds Containing NitrogenVery Short Answer

Identify A and B in the following sequence:

C H_{3} COO C_{2} H_{5} N H_{3} A B r_{2} /KOH B

Answer: A = CH₃CONH₂ (acetamide); B = CH₃NH₂ (methanamine, Hofmann bromamide).

Ammonolysis of the ester gives the amide:

C H_{3} COO C_{2} H_{5} + N H_{3} \to C H_{3} CON H_{2} (A) + C_{2} H_{5} OH

Hofmann bromamide degradation shortens the chain by one carbon:

C H_{3} CON H_{2} + B r_{2} + 4KOH \to C H_{3} N H_{2} (B) + K_{2} C O_{3} + 2KBr + 2 H_{2} O

CBSE Class 12 Board · 2001 · Foreign · Subjective