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JEE Advanced levelSingle correct optionDifficulty 3 of 3si123

Phenol is treated with $CHCl X_{3}$ and aqueous $NaOH$ at $340 K$ followed by acidification to give A (major product). A is heated with $Zn - Hg / HCl$ to give B. B is

A4-methylphenol
Bbenzyl alcohol
C2-hydroxybenzyl alcohol
D2-methylphenol

Answer: D

A is 2-hydroxybenzaldehyde from the Reimer-Tiemann reaction. Clemmensen reduction converts

- CHO

into

- CH X_{3}

and leaves the phenolic OH intact. B is 2-methylphenol (o-cresol), which gives a colour with neutral

FeCl X_{3}

.

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