When phenol is treated with CHCl _3 and NaOH, the product formed is :-

NEET 2002 Chemistry question

When phenol is treated with and NaOH, the product formed is :-

(1)Benzaldehyde
(2)SalicylaldehydeCorrect
(3)Salicylic acid
(4)Benzoic acid

Answer: (2)

Solution

This is the Reimer-Tiemann reaction. Chloroform and aqueous NaOH generate dichlorocarbene, , an electrophile which attacks the electron-rich phenoxide ion mainly at the ortho position. The resulting benzal chloride-type intermediate (ortho-) is hydrolysed in the alkaline

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Question ID VK-089029