Abstract
Solution phase photoincorporations of six polychlorobenzenes (PCBzs), using UV light centered at 300 nm, into several humic model monomers such as benzoic acid, benzaldehyde, vanillic acid, vanillin, syringic acid, and syringaldehyde were investigated. All PCBzs except hexachlorobenzene gave minor yields of photoproducts formed by the reaction of the polychlorophhenyl radicals with the individual humic monomers. In the case of benzoic acid and benzaldehyde, chlorophenylation of the humic model monomers occurred; whereas when monomers having phenolic OH group were present, substituted polychlorodiphenyl ethers were also formed. Furthermore, the irradiation of 1,2,4,5-tetrachlorobenzene solution containing vanillic acid produced, in addition to other photoinduced products, monochloro- and dichloromethoxycarbohydroxydibenzofuran.
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