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4,4'-Dihydroxybenzophenone

4,4′-Dihydroxybenzophenone is an organic compound with the formula (HOC<sub>6</sub>H<sub>4</sub>)<sub>2</sub>CO. This off-white solid is a precursor to, or a degradation product of, diverse commercial materials. It is a potential endocrine disruptor.

Synthesis

4,4′-Dihydroxybenzophenone is prepared by the rearrangement of p-hydroxyphenylbenzoate:

HOC<sub>6</sub>H<sub>4</sub>CO<sub>2</sub>C<sub>6</sub>H<sub>5</sub> → (HOC<sub>6</sub>H<sub>4</sub>)<sub>2</sub>CO

Alternatively, p-hydroxybenzoic acid can be converted to p-acetoxybenzoyl chloride. This acid chloride reacts with phenol to give, after deacetylation, 4,4′-dihydroxybenzophenone.

Uses

The main application of 4,4′-dihydroxybenzophenone is as a UV light stabilizer. It and its derivatives are found in cosmetics, plastics, films, adhesives and coatings, optical fiber, and printed circuit boards. It is the precursor to certain polycarbonate polymers.

References