K. Oudjehani, P. Boule
Sep 30, 1992
Citations
1
Influential Citations
49
Citations
Journal
Journal of Photochemistry and Photobiology A-chemistry
Abstract
Abstract An air-saturated unbuffered solution of 4-chlorophenol (I) irradiated at 296 nm in the concentration range 2×10 −4 –2×10 −3 M leads to benzoquinone (II) as the major photoproduct, but II is not the only product initially formed. In dilute solutions (2×10 −4 M) hydroquinone (III) accounts for about 30% of the initial transformation and in more concentrated solutions (2×10 −3 M), the formation of 5-chloro 2,4′-dihydroxybiphenyl (V) is observed. In deoxygenated solutions (2×10 −4 M), III is the major photoproduct and the formation of V is the main reaction at 2×10 −3 M. Mechanisms are suggested which account for these photoproducts. Other products were identified: 2,5,4′-trihydroxy-biphenyl (VIII) results from a photoreaction between I and III or from the phototransformation of V; 4′-hydroxyphenylbenzoquinone (IX) can be formed either from V or from VIII. The formation of oligomers with three or four phenolic rings was also observed in deoxygenated solutions 2×10 −3 M. Phenol and 4,4′-dihydroxybiphenyl are minor photoproducts.