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Question

A Phenol (C6H5OH) contains −OH group(s) directly attached to sp2 hybridized carbon atom(s) of an aromatic system.
The carbon- oxygen bond length in phenol is slightly less than that in methanol.
Phenol can be prepared by various means such as through alkali fusion of sulphonates, hydrolysis of diazonium salts etc. Commercially it is prepared from Dow's process.

Which of the following can produce phenol?

A
Reduction of aniline
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B
Reduction of chlorobenzene
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C
Oxidation of cumene followed by hydrolysis
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D
Acidification of chlorobenzene
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Solution

The correct option is C Oxidation of cumene followed by hydrolysis
Oxidation of Cumene in presence of air gives cumene hydroperoxide which is converted to phenol and acetone by treating with dilute acid.


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