Water solubility and partitioning behavior of brominated phenols

Hidetoshi Kuramochi, Kouji Maeda, Katsuya Kawamoto

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

The water solubility (Sw) in the temperature range from 283 to 308 K and 1-octanol/water partition coefficient (Kow) for the nonionic form of brominated phenols (BPhs) of varying bromine content (4-bromophenol, 2,4-dibromophenol, 2,4,6-tribromophenol, and pentabromophenol) were measured by the generator-column or shake-flask method and by the high-performance liquid chromatography method, respectively. The temperature dependence of Sw, namely enthalpy of solution (ΔH solution), was calculated using the van't Hoff Equation. To determine the activity coefficients in water (γw) of BPhs from the Sw data, enthalpy of fusion (ΔHfusion) and melting point (Tm) were measured by a differential scanning calorimetry method. The γw was used for evaluating data consistency as well as for predicting other physico-chemical properties, such as the Henry's law constant (Hw). The present work systematically reports, to our knowledge for the first time, the experimental values of S w, Kow, ΔHsolution, ΔH fusion, Tm, and γw for BPhs with one to five bromines, and it discusses the effects of bromine content on these physico-chemical properties. Finally, the overall physico-chemical characteristics of BPhs are compared with those of polychlorinated phenols, polycyclic aromatic hydrocarbons, and brominated benzenes with the same solubility level as BPhs.

Original languageEnglish
Pages (from-to)1386-1393
Number of pages8
JournalEnvironmental Toxicology and Chemistry
Volume23
Issue number6
DOIs
Publication statusPublished - Jun 1 2004
Externally publishedYes

Keywords

  • Activity coefficient
  • Brominated phenols
  • Physico-chemical properties
  • Thermal analysis

ASJC Scopus subject areas

  • Environmental Chemistry
  • Health, Toxicology and Mutagenesis

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