Abstract

The photolysis of dichlorophen (DCP) in acidic medium yields 4-chloro-4'-hydroxy-2,2'-methylenediphenol (I) in the absence of oxygen and a benzoquinone-like derivative (II) in oxygenated solution. At pH = 9, DCP is in monoanionic form, and three products, I, II and 4-chloro-2,2'-methylenediphenol (III) are detected after irradiation of deoxygenated solutions of DCP. Formation of III is also observed in acidic or neutral solutions containing a low percentage of isopropanol. These results can be explained by the formation of a carbene after HCl elimination and reaction of this intermediate with water, oxygen, alcohol, anionic form of I or DCP.

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