Photochemical behaviour of 1,4-dichlorobenzene in aqueous solution

Several photoproducts were identified in the direct photolysis of 1,4-dichlorobenzene (1,4-DCB) in air-saturated aqueous solution, namely 4-chlorophenol, hydroquinone, hydroxybenzoquinone, and 2,5-dichlorophenol. In the absence of oxygen the latter is not formed and phenol was detected, but the unex...

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Bibliographic Details
Published inCanadian journal of chemistry Vol. 79; no. 7; pp. 1179 - 1186
Main Authors Meunier, Laurence, Pilichowski, Jean-François, Boule, Pierre
Format Journal Article
LanguageEnglish
Published Ottawa, Canada NRC Research Press 01.07.2001
Natl Research Council Canada
Canadian Science Publishing NRC Research Press
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Summary:Several photoproducts were identified in the direct photolysis of 1,4-dichlorobenzene (1,4-DCB) in air-saturated aqueous solution, namely 4-chlorophenol, hydroquinone, hydroxybenzoquinone, and 2,5-dichlorophenol. In the absence of oxygen the latter is not formed and phenol was detected, but the unexpected formations of 4,4'-dichlorobiphenyl, 2,4',5-trichlorobiphenyl, and a terphenyl derivative are observed. Mechanisms are proposed to explain the formations of identified photoproducts. The phototransformation of 1,4-DCB may be photoinduced by NO – 3 or Fe III salts. The main primary product is 2,5-dichlorophenol, which results from a hydroxylation without dechlorination. Some other products have been identified in particular 4-chlorophenol and 2,5-dichlorobenzoquinone in the case of Fe III salts.Key words: 1,4-dichlorobenzene, photolysis, aqueous solution, induced phototransformation.
ISSN:0008-4042
1480-3291
DOI:10.1139/v01-091