skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Adsorption behavior of 2,4-dichlorophenol and pentachlorophenol in an allophanic soil


No abstract prepared.

Publication Date:
Research Org.:
Savannah River Ecology Laboratory (SREL), Aiken, SC
Sponsoring Org.:
OSTI Identifier:
Report Number(s):
Journal ID: ISSN 0045-6535; CMSHAF; TRN: US200711%%5
DOE Contract Number:
Resource Type:
Journal Article
Resource Relation:
Journal Name: Chemosphere; Journal Volume: 67
Country of Publication:
United States

Citation Formats

Cea, M., J.C. Seaman, A.A. Jara, B. Fuentes, M.L. Mora and M.C. Diez. Adsorption behavior of 2,4-dichlorophenol and pentachlorophenol in an allophanic soil. United States: N. p., 2007. Web. doi:10.1016/j.chemosphere.2006.10.080.
Cea, M., J.C. Seaman, A.A. Jara, B. Fuentes, M.L. Mora and M.C. Diez. Adsorption behavior of 2,4-dichlorophenol and pentachlorophenol in an allophanic soil. United States. doi:10.1016/j.chemosphere.2006.10.080.
Cea, M., J.C. Seaman, A.A. Jara, B. Fuentes, M.L. Mora and M.C. Diez. Mon . "Adsorption behavior of 2,4-dichlorophenol and pentachlorophenol in an allophanic soil". United States. doi:10.1016/j.chemosphere.2006.10.080.
title = {Adsorption behavior of 2,4-dichlorophenol and pentachlorophenol in an allophanic soil},
author = {Cea, M., J.C. Seaman, A.A. Jara, B. Fuentes, M.L. Mora and M.C. Diez},
abstractNote = {No abstract prepared.},
doi = {10.1016/j.chemosphere.2006.10.080},
journal = {Chemosphere},
number = ,
volume = 67,
place = {United States},
year = {Mon Jan 01 00:00:00 EST 2007},
month = {Mon Jan 01 00:00:00 EST 2007}
  • Studies on the bioavailability of contaminants that accumulate in sediments have been complicated by the chemical and structural variability of substrates and by the different biological properties of test organisms that are used by regulators. The purpose of this work was to overcome some of these difficulties by devising a test system that used artificial particles with known chemical surfaces. These were coated with 2,4-dichlorophenol or pentachlorophenol and fed to oligochete worms (Lumbriculus variegatus) and midge larvae (Chironimus riparius). The adsorption coefficient (K[sub d]) of the particle surface was compared with the concentration of contaminant accumulated by the test organisms.more » There were major differences in bioaccumulation between the two species used despite identical particles and pollutants. This clearly reflects differences in the uptake and detoxification pathways between species. The particle surface and its interaction with the chlorophenols was a major factor in the accumulation of the contaminants in an organism. The techniques that are described provide a way of standardizing results between different natural sediments and different test organisms and provide some insights into the processes involved in bioaccumulation from particle surfaces.« less
  • Anaerobic degradation of 2,4-dichlorophenol (2,4-DCP) between 5 and 72 degrees C was investigated. Anaerobic sediment slurries prepared from local freshwater pond sediments were partitioned into anaerobic tubes or serum vials, which then were incubated separately at the various temperatures. Reductive 2,4-DCP dechlorination occurred only in the temperature range between 5 and 50/degree/C, although methane was formed up to 60 degrees C. In sediment samples from two sites and at all tested temperatures from 5 to 50 degrees C, 2,4-DCP was transformed to 4-chlorophenol (4-CP). The 4-CP intermediate was subsequently degraded after an extended lag period in the temperature range frommore » 15 to 40/degree/C. Adaptation periods for 2,4-DCP transformation decreased between 5 and 25/degree/C, were essentially constant between 25 and 35/degree/C, and increased in the tubes incubated at temperatures between 35 and 40/degree/C. The degradation rates increased exponentially between 15 and 30/degree/C, had a second peak at 35/degree/C, and decreased to about 5% of the peak activity by 40/degree/C. In tubes from one sediment sample, incubated at temperatures above 40/degree/C, an increase in the degradation rate was observed following the minimum at 40/degree/C. This suggests that at least two different organisms were involved in the transformation of 2,4-DCP to 4-CP. Storage of the original sediment slurries for 2 months at 12/degree/C resulted in increased adaptation times, but did not affect the degradation rates.« less
  • 2,4-Dichlorophenol (2,4-DCP) was anaerobically degraded in freshwater lake sediments. From observed intermediates in incubated sediment samples and from enrichment cultures, the following sequence of transformations was postulated. 2,4-DCP is dechlorinated to 4-chlorophenol (4-CP), 4-CP is dechlorinated to phenol, phenol is carboxylated to benzoate, and benzoate is degraded via acetate to methane and CO2; at least five different organisms are involved sequentially. The rate-limiting step was the transformation of 4-CP to phenol. Sediment-free enrichment cultures were obtained which catalyzed only the dechlorination of 2,4-DCP, the carboxylation of phenol, and the degradation of benzoate, respectively. Whereas the dechlorination of 2,4-DCP was notmore » inhibited by H2, the dechlorination of 4-CP, and the transformation of phenol and benzoate were. Low concentrations of 4-CP inhibited phenol and benzoate degradation. Transformation rates and maximum concentrations allowing degradation were determined in both freshly collected sediments and in adapted samples: at 31{degrees}C, which was the optimal temperature for the dechlorination, the average adaptation time for 2,4-DCP, 4-CP, phenol, and benzoate transformations were 7, 37, 11 and 2 days, respectively. The maximal observed transformation rates for these compounds in acclimated sediments were 300, 78, 2, 130, and 2,080 micromol/liter(-1)/day(-1), respectively. The highest concentrations which still allowed the transformation of the compound in acclimated sediments were 3.1 m/M 2,4-DCP, 3.1 mM 4-CP, 13 mM phenol, and greater than 52 mM benzoate. The corresponding values were lower for sediments which had not been adapted for the transformation steps.« less
  • The biodegradation of {sup 13}C-labeled 2,4-dichlorophenol (DCP labeled at the C-2 and C-6 positions), in the presence and absence of natural organic matter (NOM), by the white-rot fungus Phanerochaete chrysosporium, was examined using {sup 13}C-nuclear magnetic resonance (NMR). Using this method permitted the chemistry occurring at or near the labeled site to be followed. The formation of alkyl ethers and alkene ethers was observed. No aromatic by-products were detected, indicating that aromatic compounds are quickly degraded. Examining the reaction with time shows the exponential removal of 2,4-DCP and the consequential formation of labeled by-products, whose concentration reaches a maximum justmore » before all 2,4-DCP is consumed. After this, the by-products degrade exponentially. The presence of NOM causes 2,4-DCP to be removed from the aqueous phase more quickly than in its absence and also causes the by-products to reach their maximum concentration much earlier. Degradation of the by-products occurs at a much greater rate in the presence of NOM. One hypothesis for this behavior is that the NOM interacts with 2,4-DCP and its by-products, allowing them to be incorporated into the fungal biomass. {sup 13}C-nuclear magnetic resonance spectra of the fungal biomass after NaOH extraction show the presence of alkanes and a small amount of 2,4-DCP.« less
  • The toxicity and metabolism of 2,4-dichlorophenol with regard to the aquatic macrophyte Lemna gibba (duckweed), have been studied. Toxicity is described in terms of the effect of 2,4-dichlorophenol (2,4-DCP) on the vegetative reproduction of duckweed over a 10-d growth period; the EC10 and EC50 were 2.5 and 9.2 [mu]M, respectively. Metabolism of 2,4-dichlorophenol was monitored by incubation of the plants with radiolabeled substrate, and periodic sampling and analysis by reversed-phase HPLC of the plant growth medium. Depending on the growth conditions, up to 95% of the 2,4-DCP was metabolized over a 6-d growth period. To analyze the metabolites, the plantsmore » were grown in the presence of sublethal concentrations of [U-[sup 14]C]-2,4-DCP. The growth medium was lyophilized and then mixed with the plants, extracted, and analyzed using reversed-phase HPLC, followed by scintillation counting of the fractions. The major metabolite was isolated and identified as 2,4-dichlorophenol-[beta]-D-glucopyranoside by high-field NMR and MS. The structure of the metabolite was confirmed by synthesis and by enzymatic cleavage of the [beta]-glucosidic linkage to afford 2,4-DCP. An important consequence of conjugate formation is the masking of the presence of 2,4-DCP to the usual analytical techniques used for its detection and quantitation. This finding is probably applicable to other contaminants and organisms.« less