Formation of mixed halogenated dibenzo-p-dioxins and dibenzofurans (PXDD/Fs)

Anam Saeed, Mohammednoor Altarawneh, Bogdan Z. Dlugogorski

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

This contribution investigates mechanistic and kinetic parameters pertinent to formation of mixed dibenzo-p-dioxins and dibenzofurans (PXDD/Fs) from the condensation reactions involving 2-chlorophenoxy (2-CPxy) and 2-bromophenoxy (2-BPxy) radicals. Keto-ether structures act as direct intermediates for the formation of DD, 1-MCDD, 1-MBDD, 1-B,6-CDD and 1-B,9-CDD molecules. Likewise, diketo adducts initiate the formation of 4-MCDF, 4-MBDF and 4-B,6-CDF compounds through interconversion and rearrangement reactions. As formation mechanisms of halogenated dibenzo-p-dioxins and dibenzofurans from precursors of brominated and chlorinated phenols are insensitive to substitution at meta and para sites, our mechanistic and kinetic analysis of reactions involving 2-BPxy and 2-CPxy should also apply to higher halogenated phenoxy radicals.

Original languageEnglish
Pages (from-to)149-156
Number of pages8
JournalChemosphere
Volume137
DOIs
Publication statusPublished - 2015
Externally publishedYes

Keywords

  • Bromophenol
  • Chlorophenol
  • Polyhalogenated dibenzo-p-dioxins and dibenzofurans (PXDD/Fs)
  • Reaction mechanism
  • Reaction rate constants

ASJC Scopus subject areas

  • Environmental Engineering
  • Environmental Chemistry
  • Chemistry(all)
  • Pollution
  • Health, Toxicology and Mutagenesis

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