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Acetamide is subjected to each of the following reagents in separate reactions. Which treatment will produce methylamine as the product?

1. NaOH followed by Br2
2. Soda lime
3. Hot concentrated H2SO4
4. PCl5

Correct answer: NaOH followed by Br2

Solution

Acetamide (CH3CONH2) on treatment with Br2 and NaOH undergoes the Hofmann bromamide degradation, losing the carbonyl carbon to give methylamine (CH3NH2). Soda lime would give methane, not methylamine.

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