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Question

Which one of the following reactions will not yield phenol?

A
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B
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C
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D
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Solution

The correct option is D
a. Dow's process refer to substitution of chloride group of chlorobenzene by hydroxyl group through nucleophilic substitution reaction to form phenol.
b. When an aromatic primary amine is treated with (NaNO2+HCl) acid at 05oC, diazonium salts are obtained. These diazonium salts are highly reactive in nature. Upon warming with water, these diazonium salts finally hydrolyze to phenol. The reaction is as follows:
c. Benzenesulphonic acid can be obtained from benzene by reacting it with oleum (H2S2O7). This benzene sulphonic acid can be treated with molten sodium hydroxide at high temperatures to encourage the formation of sodium phenoxide. Finally, sodium phenoxide on acidification gives phenol.
Phenol cannot be prepared from d as high temperature is required in dow process.

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