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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Published in | Canadian journal of chemistry Vol. 79; no. 7; pp. 1179 - 1186 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
Ottawa, Canada
NRC Research Press
01.07.2001
Natl Research Council Canada Canadian Science Publishing NRC Research Press |
Subjects | |
Online Access | Get full text |
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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. |
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ISSN: | 0008-4042 1480-3291 |
DOI: | 10.1139/v01-091 |