Question

The conversion of acetophenone into benzoic acid can be achieved by its reaction with:

• A. sodium hydroxide followed by acidification
• B. iodine and sodium hydroxide, followed by acidification
• C. hydroxylamine followed by reaction with $H_{2}S{O}_4$
• D. m-chloroperoxobenzoic acid

Answer 1

The correct option is B iodine and sodium hydroxide, followed by acidification

$ph-\underset{||}{C}-C{H}_3\stackrel{I_2/NaOH}{\to }ph-CO\stackrel{⊝}{O}N{a}^{+}+CH{I}_3\stackrel{H^{+}}{\to }ph-COOH$

$O$ Benzoic acid

Acetophenone

Acetophenone has $-\underset{\underset{O}{||}}{C}-C{H}_3$ group which can be converted to carboxylate ion in iodoform test. The formed carboxylate ion can be converted to acid by addition of $H^{+}$.