A comparative study of the photolytic degradation of octachlorodibenzofuran (OCDF) and octachlorodibenzo-p-dioxin (OCDD)

Abstract

A comparative study of the photolytic degradation of octachlorodibenzofuran (OCDF) and octachlorodibenzo-p-dioxin (OCDD). Wagenaar, W.J.; Boelhouwers, E.J.; de Kok, H.A.M.; Groen, C.P.; van Houtenlaan, C.J.; Govers, H.A.J.; Olie, K.; de Gerlache, J.; de Rooij, C.G. Published in: Chemosphere DOI:10.1016/0045-6535(95)00158-5 Link to publication Citation for published version (APA):Wagenaar, W. J., Boelhouwers, E. J., de Kok, H. A. M., Groen, C. P., van Houtenlaan, C. J., Govers, H. A. J., ... de Rooij, C. G. (1995). A comparative study of the photolytic degradation of octachlorodibenzofuran (OCDF) and octachlorodibenzo-p-dioxin (OCDD). Chemosphere, 31, 2983-2992. DOI: 10.1016/0045-6535(95)00158-5 General rightsIt is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), other than for strictly personal, individual use, unless the work is under an open content license (like Creative Commons). Disclaimer/Complaints regulationsIf you believe that digital publication of certain material infringes any of your rights or (privacy) interests, please let the Library know, stating your reasons. In case of a legitimate complaint, the Library will make the material inaccessible and/or remove it from the website. Please Ask the Library: http://uba.uva.nl/en/contact, or a letter to: Library of the University of Amsterdam, Secretariat, Singel 425, 1012 WP Amsterdam, The Netherlands. You will be contacted as soon as possible. ABSTRACT Photolysis at 290 nm and higher wavelengths of octachlorodibenzofuran (OCDF) and octachlorodibenzo-p-dioxin (OCDD) was studied in three organic solvents hexane, 1,4-dioxane and methanol. It appeared that the degradation kinetics strongly depended on the type of solvent. OCDD degraded fastest in hexane, whereas OCDF degraded fastest in methanol. Less than 5% of the total loss of OCDD degraded by reductive dechlorination, with preferential loss of chlorine atoms at the 1 or 9 positions. 35 to 50% of the total loss of OCDF degraded via reductive dechlorination, with preferential loss of lateral chlorine. OCDF degraded faster than OCDD in all studied solvents.Photolysis at 290 nm and higher wavelengths of OCDD and OCDF adsorbed onto alumina impregnated with copper (alumina/Cu) in the presence of natural and distilled water was also investigated. Under these more relevant environmental aquatic conditions, photolysis of OCDD and OCDF was much slower than photolysis in the studied organic solvents. Significant loss was only found for OCDF. A part of the loss of OCDF could be explained by reductive dechlorination; the results suggested that other mechanisms of degradation occurred in addition to reductive dechlorination.All photolysis experiments showed that OCDF was photochemically less stable than OCDD. INTRODUCTION.In general, polychlorinated dibenzo-p-dioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) are

Presence of dioxins and furans in vegetation samples collected in the neighbourhood of a municipal solid waste incinerator

“…A first hypothesis could be that PCDD/Fs are more exposed to UVlight in vegetation than in soil, which would mean a degradation by UV-light of the higher chlorinated congeners on vegetation samples. However, Wagenaar et al (1995) showed that OCDF is much more sensitive to UV-light degradation than OCDD, and the ratio between OCDF and OCDD is approximately the same in soil than in vegetation samples. Consequently, UV-light degradation seems not be a suitable explanation.…”

PCDD/F Levels in the Vicinity of an Old Municipal Solid Waste Incinerator: Temporal Variation in Soils

“…It was also especifically shown for the octachlorinated congeners (Wagenaar et al 1995). Because of the extremely high K oc of PCDD/Fs, soils with a high content of organic matter should be characterized by high PCDD/F concentrations.…”

Polychlorinated Dibenzo -p- Dioxins and Dibenzofurans in Lake Sediments from Chinese Schistosomiasis Areas

“…This phenomenon can be explained by the suggestion that the sunlight photolysis rates of PCDFs in nature water are enhanced by indirect or sensitized photoreactions of chemicals naturally occurring in water (Dung et al, 1994), and PCDFs are photochemically less stable than PCDDs (Wagenaar et al, 1995).…”