| Experimental and theoretical insights into the involvement of radicals in triclosan phototransformation. | |
| | |
MedLine Citation:
|
PMID: 23282071 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
|
The phototransformation of triclosan has been a matter of longstanding interest due to both its prevalence in the environment and the discovery of 2,8 dichlorodibenzodioxin as a photoproduct. In this study, photolysis of triclosan resulted in several primary photoproducts including: 2,8-dichlorodibenzodioxin (4 %), 4,5'-dichloro-[1,1'-biphenyl]-2,2'-diol (10 %), 5-chloro-2-(4-chlorophenoxy)phenol (0.5 %), and 2,4-dichlorophenol (7 %). Trapping studies using d(8)-isopropanol showed deuterium incorporation in 5 chloro 2 (4 chlorophenoxy)phenol, providing strong evidence for the involvement of organic radicals in this reaction. Density functional calculations of the excited states of triclosan support the involvement of a radical intermediate in the mechanisms responsible for the dioxin, biphenyl, and phenoxyphenol photoproducts. The pathways for C-Cl bond cleavage and cyclization reactions are discussed. |
| | |
Authors:
|
Sarah Kliegman; Soren N Eustis; William A Arnold; Kristopher McNeill |
Publication Detail:
|
Type: JOURNAL ARTICLE Date: 2013-1-2 |
Journal Detail:
|
Title: Environmental science & technology Volume: - ISSN: 1520-5851 ISO Abbreviation: Environ. Sci. Technol. Publication Date: 2013 Jan |
Date Detail:
|
Created Date: 2013-1-3 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 0213155 Medline TA: Environ Sci Technol Country: - |
Other Details:
|
Languages: ENG Pagination: - Citation Subset: - |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Disease gene identification by random walk on multigraphs merging heterogeneous genomic and phenotyp...
Next Document: A model of the basal ganglia in voluntary movement and postural reactions.