Beta-thujaplicin: new quantitative CZE method and adsorption to goethite

J Agric Food Chem. 2004 Mar 24;52(6):1452-7. doi: 10.1021/jf030652h.

Abstract

Beta-thujaplicin (beta-TH) is a toxic tropolone derivative present in the heartwood of western red cedar (Thuja plicata) and is used as a preservative and antimicrobial additive in a number of commercial goods. beta-TH released from western red cedar timber used outdoor and from other products containing beta-TH may transfer to soil and leach to groundwater and surface waters. The objective of this study was to quantify the adsorption of beta-TH to goethite as a typical model for geosorbents. Adsorption was studied using pH-adjusted goethite suspensions with solid:solution ratios of 1:500, 0.01 M NaNO(3) electrolyte, and 20 degrees C. beta-TH was determined using a new capillary zone electrophoresis (CZE) method providing a detection limit of 0.21 microM. Near-sorption equilibrium was attained within 48 h. beta-TH showed maximum adsorption at low pH (3.8) and a 70% drop in adsorption from pH 6.2 to 8.8. The Langmuir type adsorption isotherm at pH 5.5 approached a maximum adsorption of 220 micromol/g (= 6.2 micromol/m(2)), which is more than twice the amount of phosphate adsorbed under similar conditions. The affinity of beta-TH for goethite is low as compared with organic ligands such as citrate, oxalate, and 2,4-dihydroxybenzoate. The adsorption data and FTIR analyses indicate that beta-TH is most likely adsorbed as monodentate mononuclear surface complexes at the surface of goethite. Hydrophobic adsorption is thought to contribute to the adsorption, in particular at low pH. The strong adsorption of beta-TH to goethite suggests low mobility in most soil environments, the risk of contamination increasing in soils with high pH (calcareous material), low contents of iron and aluminum oxides, phyllosilicates, and organic matter.

MeSH terms

  • Adsorption
  • Electrophoresis, Capillary / methods*
  • Hydrogen-Ion Concentration
  • Iron Compounds / chemistry*
  • Minerals
  • Monoterpenes / analysis*
  • Monoterpenes / chemistry*
  • Soil / analysis
  • Tropolone / analogs & derivatives*
  • Tropolone / analysis*
  • Tropolone / chemistry*

Substances

  • Iron Compounds
  • Minerals
  • Monoterpenes
  • Soil
  • goethite
  • Tropolone
  • beta-thujaplicin