Q.Explain Kolbe's reaction.
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Start your 14-day free trial to unlock the full solution →Step 1. Phenol is first converted to sodium phenoxide by treatment with NaOH -- the phenoxide ion is considerably more electron-rich, and so more reactive toward electrophiles, than neutral phenol.
Step 2. Sodium phenoxide is then reacted with carbon dioxide at 400 K and 4-7 bar pressure; CO2 acts as a (comparatively weak) electrophile, attacking the highly activated ortho position of the phenoxide ring, and the reaction proceeds through a six-membered cyclic transition state that favours ortho- over para-carboxylation.
Step 3. This gives sodium salicylate directly; subsequent acid hydrolysis (H+/H2O) protonates both the carboxylate and the phenoxide, releasing free salicylic acid (2-hydroxybenzoic acid). …
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