Kegg Pathway: 1,2-Dichloroethane degradation

Environ Sci Technol. 2009 Sep 15; 43(18): 6915-9
Fletcher KE, Löffler FE, Richnow HH, Nijenhuis I

The isotope fractionation of 1,2-dichloropropane (1,2-D) during dichloroelimination to propene by Dehalococcoides populations was explored in laboratory experiments in order to provide data for the characterization of the fate of 1,2-D in heterogeneous subsurface systems. Compound specific stable carbon isotope analysis (CSIA) was used to determine the bulk enrichment factors (epsilonbulk), reactive position specific enrichment factors (epsilonreactive), and apparent kinetic isotope effect (AKIE) values for 1,2-D dichloroelimination in two distinct Dehalococcoides-containing cultures. The epsilonbulk factors calculated in the two cultures were statistically identical, -10.8 +/- 0.9 and -11.3 +/- 0.8 per thousand, even though the cultures were derived from geographically distinct locations. AKIE values for 1,2-D dichloroelimination assuming stepwise and concerted reaction mechanisms were approximately 1.033 and 1.017, respectively. These values are within the range of previously reported values for dichloroelimination reactions and were equivalent to values reported for biotic 1,2-Dichloroethane and abiotic 1,1,2,2,-tetrachloroethane and pentachloroethane dichloroelimination reactions.

J Hazard Mater. 2009 Oct 30; 170(2-3): 954-61
Grcić I, Vujević D, Sepcić J, Koprivanac N

Pre-treatment of simulated industrial wastewaters (SIM1, SIM2 and SIM3) containing organic and inorganic compounds (1,2-Dichloroethane, sodium formate, sodium hydrogen carbonate, sodium carbonate and sodium chloride) by oxidative degradation using homogeneous Fenton type processes (Fe2+/H2O2 and Fe3+/H2O2) has been evaluated. The effects of initial Fe2+ and Fe3+ concentrations, [Fe2+/3+], type of iron salt (ferrous sulfate vs. ferric chloride), initial hydrogen peroxide concentration, [H2O2], on mineralization extent, i.e., total organic content (TOC) removal, were studied. Response surface methodology (RSM), particularly Box-Behnken design (BBD) was used as modelling tool, and obtained predictive function was used to optimize the overall process by the means of desirability function approach (DFA). Up to 94% of initial TOC was removed after 120 min. Ferrous sulfate was found to be the most appropriate reagent, and the optimal doses of Fe2+ and H2O2 for reducing the pollutant content, in terms of final TOC and sludge production were assessed.

Water Res. 2009 Jul; 43(13): 3207-16
van der Zaan B, de Weert J, Rijnaarts H, de Vos WM, Smidt H, Gerritse J

Insight into the pathways of biodegradation and external factors controlling their activity is essential in adequate environmental risk assessment of chlorinated aliphatic hydrocarbon pollution. This study focuses on biodegradation of 1,2-Dichloroethane (1,2-DCA) in microcosms containing sediment sourced from the European rivers Ebro, Elbe and Danube. Biodegradation was studied under different redox conditions. Reductive dechlorination of 1,2-DCA was observed with Ebro and Danube sediment with chloroethane, or ethene, respectively, as the major dechlorination products. Different reductively dehalogenating micro-organisms (Dehalococcoides spp., Dehalobacter spp., Desulfitobacterium spp. and Sulfurospirillum spp.) were detected by 16S ribosomal RNA gene-targeted PCR and sequence analyses of 16S rRNA gene clone libraries showed that only 2-5 bacterial orders were represented in the microcosms. With Ebro and Danube sediment, indications for anaerobic oxidation of 1,2-DCA were obtained under denitrifying or iron-reducing conditions. No biodegradation of 1,2-DCA was observed in microcosms with Ebro sediment under the different tested redox conditions. This research shows that 1,2-DCA biodegradation capacity was present in different river sediments, but not in the water phase of the river systems and that biodegradation potential with associated microbial communities in river sediments varies with the geochemical properties of the sediments.

Water Res. 2009 Jun; 43(11): 2936-46
Pham H, Boon N, Marzorati M, Verstraete W

1,2-Dichloroethane (1,2-DCA) is a well-known recalcitrant groundwater contaminant. New environment-friendly approaches for the removal of 1,2-DCA that does not bring about volatilization of the compound are required. In this study, different anodophilic consortia enriched in microbial fuel cells (MFCs) operated under airtight conditions were shown to effectively degrade 1,2-DCA (up to 102mg per liter reactor volume per day), while concomitantly generating a current. An anodophilic consortium previously enriched with acetate as the electron donor changed its composition at the rate of 48% per week and increased its richness (Rr) 3-fold, upon adapting to 1,2-DCA as the new electron donor. After being stable, during 1month of operation, it removed up to 95% of the 1,2-DCA amount in the medium in the first 2weeks, while converting 43+/-4% of electrons available from the removal to electricity. A natural consortium from a 1,2-DCA contaminated site changed its composition at the rate of 9% per week and increased its Rr 2-fold, upon adapting to the MFC anode conditions with 1,2-DCA as the electron donor. After being stable, during 1month of operation, it removed up to 85% of the 1,2-DCA amount in the medium in the first 2weeks and the coulombic efficiency was 25+/-4%. The operation of the MFCs under closed circuit conditions resulted in higher 1,2-DCA removal rates than the operation under open circuit conditions, indicating that bioelectrochemical activities enhanced the removal of 1,2-DCA in the MFC anode. The production of ethylene glycol, acetate and carbon dioxide indicated that the anodophilic bacteria oxidatively metabolized 1,2-DCA, probably by means of a hydrolysis-based pathway. The results show that MFCs can be potentially used as a practically convenient technology for the biological removal of 1,2-DCA.

J Contam Hydrol. 2009 Jun 26; 107(1-2): 91-100
Davis GB, Patterson BM, Johnston CD

Aerobic bioremediation of 1,2 dichloroethane (1,2 DCA) and vinyl chloride (VC) was evaluated at field scale in a layered, silty and fine-sand anaerobic aquifer. Maximum concentrations of 1,2 DCA (2 g/L) and VC (0.75 g/L) in groundwater were within 25% and 70% of pure compound solubility, respectively. Aerobic conditions were induced by injecting air into sparging wells screened 20.5-21.5 m below ground (17-18 m below the water table). Using a cycle of 23 h of air injection followed by three days of no air injection, fifty days of air injection were accumulated over a 12 month period which included some longer periods of operational shutdown. Oxygen and volatile organic compound probes, and multilevel samplers were used to determine changes of the primary contaminants and the associated inorganic chemistry at multiple locations and depths. Air (oxygen) was distributed laterally up to 25 m from the sparge points, with oxygen partial pressures up to 0.7 atmospheres (28-35 mg/L in groundwater) near to the sparge points. The dissolved mass of 1,2 DCA and VC was reduced by greater than 99% over the 590 m(2) trial plot. Significantly, pH declined from nearly 11 to less than 9, and sulfate concentrations increased dramatically, suggesting the occurrence of mineral sulfide (e.g., pyrite) oxidation. Chloride and bicarbonate (aerobic biodegradation by-products) concentration increases were used to estimate that 300-1000 kg of chlorinated hydrocarbons were biodegraded, although the ratio of 1,2 DCA to VC that was biodegraded remained uncertain. The mass biodegraded was comparable but less than the 400-1400 kg of chlorinated compounds removed from the aqueous phase within a 10,000 m(3) volume of the aquifer. Due to the likely presence of non-aqueous phase liquid, the relative proportion of volatilisation compared to biodegradation could not be determined. The aerobic biodegradation rates were greater than those previously estimated from laboratory-based studies.

Environ Microbiol. 2009 Apr; 11(4): 833-43
Yan J, Rash BA, Rainey FA, Moe WM

Two strictly anaerobic bacterial strains were isolated from contaminated groundwater at a Superfund site located near Baton Rouge, LA, USA. These strains represent the first isolates reported to reductively dehalogenate 1,2,3-trichloropropane. Allyl chloride (3-chloro-1-propene), which is chemically unstable, was produced from 1,2,3-trichloropropane, and it was hydrolysed abiotically to allyl alcohol and also reacted with the sulfide- and cysteine-reducing agents in the medium to form various allyl sulfides. Both isolates also dehalogenated a variety of other vicinally chlorinated alkanes (1,2-dichloropropane, 1,2-Dichloroethane, 1,1,2-trichloroethane, 1,1,2,2- tetrachloroethane) via dichloroelimination reactions. A quantitative real-time PCR (qPCR) approach targeting 16S rRNA genes indicated that both strains couple reductive dechlorination to cell growth. Growth was not observed in the absence of hydrogen (H2) as an electron donor and a polychlorinated alkane as an electron acceptor. Alkanes containing only a single chlorine substituent (1-chloropropane, 2-chloropropane), chlorinated alkenes (tetrachlorothene, trichlorothene, cisdichloroethene, trans-dichloroethene, vinyl chloride) and chlorinated benzenes (1-chlorobenzene and 1,2- dichlorobenzene) were not dechlorinated. Phylogenetic analysis based on 16S rRNA gene sequence data showed these isolates to represent a new lineage within the Chloroflexi. Their closest previously cultured relatives are 'Dehalococcoides' strains, with 16S rRNA gene sequence similarities of only 90%.

Curr Opin Biotechnol. 2009 Apr; 20(2): 237-41
James CA, Strand SE

The efficacy of transgenic plants in the phytoremediation of small organic contaminants has been investigated. Two principal strategies have been pursued (1) the manipulation of phase I metabolic activity to enhance in planta degradation rates, or to impart novel metabolic activity, and (2) the enhanced secretion of reactive enzymes from roots leading to accelerated ex planta degradation of organic contaminants. A pair of dehalogenase genes from Xanthobacter autotrophicus was expressed in tobacco resulting in the dehalogenation of 1,2-Dichloroethane, which was otherwise recalcitrant. A laccase gene from cotton was overexpressed in Arabidopsis thaliana resulting in increased secretory laccase activity and the enhanced resistance to trichlorophenol in soils. Although the results to date are promising, much of the work has been limited to laboratory settings; field demonstrations are needed.

Appl Environ Microbiol. 2009 May; 75(9): 2684-93
Grostern A, Edwards EA

Dehalobacter and "Dehalococcoides" spp. were previously shown to be involved in the biotransformation of 1,1,2-trichloroethane (1,1,2-TCA) and 1,2-Dichloroethane (1,2-DCA) to ethene in a mixed anaerobic enrichment culture. Here we report the further enrichment and characterization of a Dehalobacter sp. from this mixed culture in coculture with an Acetobacterium sp. Through a series of serial transfers and dilutions with acetate, H(2), and 1,2-DCA, a stable coculture of Acetobacterium and Dehalobacter spp. was obtained, where Dehalobacter grew during dechlorination. The isolated Acetobacterium strain did not dechlorinate 1,2-DCA. Quantitative PCR with specific primers showed that Dehalobacter cells did not grow in the absence of a chlorinated electron acceptor and that the growth yield with 1,2-DCA was 6.9 (+/-0.7) x 10(7) 16S rRNA gene copies/mumol 1,2-DCA degraded. PCR with degenerate primers targeting reductive dehalogenase genes detected three distinct Dehalobacter/Desulfitobacterium-type sequences in the mixed-parent culture, but only one of these was present in the 1,2-DCA-H(2) coculture. Reverse transcriptase PCR revealed the transcription of this dehalogenase gene specifically during the dechlorination of 1,2-DCA. The 1,2-DCA-H(2) coculture could dechlorinate 1,2-DCA but not 1,1,2-TCA, nor could it dechlorinate chlorinated ethenes. As a collective, the genus Dehalobacter has been show to dechlorinate many diverse compounds, but individual species seem to each have a narrow substrate range.

Chemistry. 2009; 15(14): 3526-37
Ohba Y, Takatsuji M, Nakahara K, Fujioka H, Kita Y

We present the highly efficient reaction procedure of the macrolactonization method via ethoxyvinyl esters (EVEs). The following procedure was performed: 1) The EVE was prepared from hydroxycarboxylic acid and ethoxyacetylene in the presence of the Ru catalyst [RuCl(2)(p-cymene)](2) in acetone; 2) after filtration of the Ru catalyst through a short-neutral SiO(2) pad and evaporation of acetone, the EVE formed was diluted in 1,2-Dichloroethane (DCE) and the solution was slowly added by a syringe pump to the highly diluted DCE solution of pTsOH (10 mol %) at 80 degrees C. Various-sized lactones could be produced by the method described here. It is noteworthy that the method can give 9- to 14-membered macrolactones in good yields. This macrolactonization method via EVEs is useful for acid-/base-sensitive substrates. Furthermore, it was found that EVE formation was possible without loosing activity of the Ru catalyst even for the compounds with nucleophilic amine functions. The characteristic feature of the method was exemplified by the reaction of the compound 14 with many functional groups.

Isotopes Environ Health Stud. 2009 Mar; 45(1): 18-26
Abe Y, Zopfi J, Hunkeler D

The effect of the number of carbon and chlorine atoms on carbon isotope fractionation during dechlorination of chlorinated alkanes by Xanthobacter autotrophicus GJ10 was studied using pure culture and cell-free extract experiments. The magnitude of carbon isotope fractionation decreased with increasing carbon number. The decrease can be explained by an increasing probability that the heavy isotope is located at a non-reacting position for increasing molecule size. The isotope data were corrected for the number of carbons as well as the number of reactive sites to obtain reacting-site-specific values denoted as apparent kinetic isotope effect (AKIE). Even after the correction, the obtained AKIE values varied (on average 1.0608, 1.0477, 1.0616, and 1.0555 for 1,2-Dichloroethane, chloropentane, 1,3-dichloropentane and chlorobutane, respectively). Cell-free extract experiments were carried out to evaluate the effect of transport across the cell membrane on the observed variability in the AKIE values, which revealed that variability still persisted. The study demonstrates that even after differences related to the carbon number and structure of the molecule are taken into account, there still remain differences in AKIE values even for compounds that are degraded by the same pure culture and an identical reaction mechanism.

Appl Microbiol Biotechnol. 2009 Mar; 82(4): 731-40
Wu SJ, Hu ZH, Zhang LL, Yu X, Chen JM

Dichloromethane (DCM)-degrading bacterium strain wh22 (GenBank accession number FJ418643) was isolated and identified as Lysinibacillus sphaericus based on standard morphological and physiological properties, cellular fatty acid composition, mole percent guanine-cytosine content, and nucleotide sequence analysis of enzymatically amplified 16S ribosomal deoxyribonucleic acid. The strain also grew on many other halocarbons found in the waste gases of industrial effluents, such as 1,2-Dichloroethane, chlorobromomethane, methylene bromide, 1,1,1-trichloroethane, trichloroethylene, and hexachlorobenzene. The strain harbored a novel degradative plasmid, pRC11 (48.8 kb). The genes coding for the metabolism of DCM were found to be plasmid-borne, and a physical map of the plasmid has been established. The purified plasmid was transformed to dcm- Escherichia coli DH5 at a rate of 1.65 x 10(5). The transformed cells were able to grow on DCM at a concentration of 5-16 mM and can be further used as an excellent source for genetic manipulations leading to the construction of genetically modified microbial strains or genetically engineered microorganisms.

Chemistry. 2009; 15(10): 2335-40
Partovi-Nia R, Su B, Li F, Gros CP, Barbe JM, Samec Z, Girault HH

The role of 5,10,15,20-tetraphenylporphyrinatocobalt(II) ([Co(tpp)]) as a catalyst on molecular oxygen (O(2)) reduction by ferrocene (Fc) and its two derivatives, 1,1'-dimethylferrocene (DFc) and decamethylferrocene (DMFc) at a polarized water|1,2-Dichloroethane (DCE) interface has been studied. The water|DCE interface essentially acts as a proton pump controlled by the Galvani potential difference across the interface, driving the proton transfer from water to DCE. [Co(tpp)] catalyzed O(2) reduction by Fc, DFc and DMFc is then followed to produce hydrogen peroxide (H(2)O(2)). The catalytic mechanism is similar to that proposed by Fukuzumi et al. for bulk reactions. This interfacial system provides a platform for a very efficient collection of H(2)O(2), by extraction immediately after its formation in DCE to the adjacent water phase, thus decreasing the possibility of degradation and further reaction with ferrocene derivatives.

FEMS Microbiol Lett. 2009 Jan; 290(2): 188-94
Bowman KS, Rainey FA, Moe WM

Although anaerobic bioremediation of chlorinated organic contaminants in the environment often requires exogenous supply of hydrogen as an electron donor, little is known about the ability of hydrogen-producing bacteria to grow in the presence of chlorinated solvents. In this study, 18 Clostridium strains including nine uncharacterized isolates originating from chlorinated solvent contaminated groundwater were tested to determine their ability to fermentatively produce hydrogen in the presence of three common chlorinated aliphatic groundwater contaminants: 1,2-Dichloroethane (DCA), 1,1,2-trichloroethane (TCA), and tetrachloroethene (PCE). All strains produced hydrogen in the presence of at least 7.4 mM DCA, 2.4 mM TCA, and 0.31 mM PCE. Some strains produced hydrogen in media containing concentrations as high as 29.7 mM DCA, 9.8 mM TCA, and 1.1 mM PCE. None of the strains biotransformed chlorinated solvents under the conditions tested. Results demonstrate that many Clostridium species are chlorinated solvent tolerant, producing hydrogen even in the presence of high concentrations of DCA, TCA, and PCE. These findings have important implications for bioremediation of contaminated soil and groundwater.

Indoor Air. 2008 Oct; 18(5): 375-85
Fang L, Zhang G, Wisthaler A

Two experiments were conducted to investigate the use of the co-sorption effect of a desiccant wheel for improving indoor air quality. One experiment was conducted in a climate chamber to investigate the co-sorption effect of a desiccant wheel on the chemical removal of indoor air pollutants; another experiment was conducted in an office room to investigate the resulting effect on perceived air quality. A dehumidifier with a silica-gel desiccant wheel was installed in the ventilation system of the test chamber and office room to treat the recirculation airflow. Human subjects, flooring materials and four pure chemicals (formaldehyde, ethanol, toluene and 1,2-Dichloroethane) were used as air pollution sources. Proton-Transfer-Reaction--Mass Spectrometry (PTR-MS) and sensory subjects were used to characterize the effectiveness of chemical and sensory pollution removal of the desiccant wheel. The experiments revealed that all the measured VOCs were removed effectively by the desiccant wheel with an average efficiency of 94% or higher; more than 80% of the sensory pollution load was removed and the percentage dissatisfied with the air quality decreased from 70% to 20%. These results indicate that incorporating a regenerative desiccant wheel in a ventilation system is an efficient way of removing indoor VOCs. PRACTICAL IMPLICATIONS: This study may lead to the development of new air cleaners and validates a new concept for the design of ventilation systems that can improve indoor air quality and reduce energy consumption.

Chemistry. 2008; 14(26): 7822-7
Gross DE, Schmidtchen FP, Antonius W, Gale PA, Lynch VM, Sessler JL

Calix[4]pyrrole-chloride interactions are affected not only by the choice of countercation in halogenated solvents, but show a specific dependence on the way in which these cations are bound within the electron rich, bowl-like calix[4]pyrrole cavity formed upon chloride anion complexation. In dichloromethane, the affinities of simple meso-octamethylcalix[4]pyrrole (1) for methyl-, ethyl-, and n-butylammonium chlorides are on the order of 10(5), 10(4), and 10(2) M(-1), respectively, as determined from isothermal titration calorimetry (ITC) analyses. These cation-dependent anion affinity effects, while clearly evident, are less pronounced in other halogenated solvents, such as 1,2-Dichloroethane. Support for the proposed cation complexation selectivity is provided by solid state X-ray crystallographic analyses.

Regul Toxicol Pharmacol. 2008 Aug; 51(3): 311-23
Sweeney LM, Saghir SA, Gargas ML

1,2-Dichloroethane (ethylene dichloride, EDC, CAS No. 107-06-2) is a chemical intermediate used in the production of vinyl chloride, trichloroethylene, vinylidene chloride, and trichloroethane. EDC is listed as a Hazardous Air Pollutant (HAP). As such, a need has been identified for a quantitative understanding of the hazards of EDC exposure by the inhalation route. Use of physiologically based pharmacokinetic (PBPK) modeling for route-to-route extrapolation of existing and a future toxicity studies conducted by the oral route may facilitate the quantitative evaluation of potential hazards posed by inhalation of EDC. PBPK models for the disposition of EDC by rats have been previously described, but a need to update the model structure and parameter values was identified based on the current understanding of kinetics of conjugation reactions mediated by glutathione-S-transferases (GSTs) and lack of fit to kinetic data that were not part of the development of previous models. Model structure updates included the addition of extrahepatic metabolism by unspecified enzymes (most likely GSTs or cytochrome P450 enzymes). Chemical-specific disposition parameters were recalibrated and provided good simulations for the majority of the large pharmacokinetic database for single or repeated exposure to EDC via inhalation, gavage, or iv injection in four strains of rats.

Langmuir. 2008 Jun 17; 24(12): 6343-50
Calderon M, Monzón LM, Martinelli M, Juarez AV, Strumia MC, Yudi LM

The transfer of six dendritric molecules, DMs, across the water/1,2-Dichloroethane interface was investigated using cyclic voltammetry. From the variation of peak potential with pH, two different mechanisms of transfer were postulated depending on the nature of the molecules. Voltammetric parameters were employed to evaluate the hydrophilic/hydrophobic character and calculate the acid dissociation constant of these molecules. The results were explained taking into account the nature and multiplicity of functional surface groups.

Plant Physiol. 2008 Jul; 147(3): 1192-8
Mena-Benitez GL, Gandia-Herrero F, Graham S, Larson TR, McQueen-Mason SJ, French CE, Rylott EL, Bruce NC

Plants are increasingly being employed to clean up environmental pollutants such as heavy metals; however, a major limitation of phytoremediation is the inability of plants to mineralize most organic pollutants. A key component of organic pollutants is halogenated aliphatic compounds that include 1,2-Dichloroethane (1,2-DCA). Although plants lack the enzymatic activity required to metabolize this compound, two bacterial enzymes, haloalkane dehalogenase (DhlA) and haloacid dehalogenase (DhlB) from the bacterium Xanthobacter autotrophicus GJ10, have the ability to dehalogenate a range of halogenated aliphatics, including 1,2-DCA. We have engineered the dhlA and dhlB genes into tobacco (Nicotiana tabacum 'Xanthi') plants and used 1,2-DCA as a model substrate to demonstrate the ability of the transgenic tobacco to remediate a range of halogenated, aliphatic hydrocarbons. DhlA converts 1,2-DCA to 2-chloroethanol, which is then metabolized to the phytotoxic 2-chloroacetaldehyde, then chloroacetic acid, by endogenous plant alcohol dehydrogenase and aldehyde dehydrogenase activities, respectively. Chloroacetic acid is dehalogenated by DhlB to produce the glyoxylate cycle intermediate glycolate. Plants expressing only DhlA produced phytotoxic levels of chlorinated intermediates and died, while plants expressing DhlA together with DhlB thrived at levels of 1,2-DCA that were toxic to DhlA-expressing plants. This represents a significant advance in the development of a low-cost phytoremediation approach toward the clean-up of halogenated organic pollutants from contaminated soil and groundwater.

Environ Sci Technol. 2008 Jan 1; 42(1): 126-32
Vanstone N, Elsner M, Lacrampe-Couloume G, Mabury S, Lollar BS

degradation of 1,1- and 1,2-Dichloroethane (1,1-DCA, 1,2-DCA) and carbon tetrachloride (CCl4) on Zn0 was investigated using compound specific isotope analysis (CSIA) to measure isotopic fractionation factors for chloroalkane degradation by hydrogenolysis, by alpha-elimination, and by beta-elimination. Significant differences in enrichment factors (epsilon) and associated apparent kinetic isotope effects (AKIE) were measured for these different reaction pathways, suggesting that carbon isotope fractionation by beta-elimination is substantially larger than fractionation by hydrogenolysis or by alpha-elimination. Specifically, for 1,1-DCA, the isotopic composition of the reductive alpha-elimination product (ethane) and the hydrogenolysis product (chloroethane) were the same, indicating that cleavage of a single C-Cl bond was the rate-limiting step in both cases. In contrast, for 1,2-DCA, epsilon = epsilon(reactive position) = -29.7 +/- 1.5% per hundred, and the calculated AKIE (1.03) indicated that beta-elimination was likely concerted, possibly involving two C-Cl bonds simultaneously. Compared to 1,1-DCA hydrogenolysis, the AKIE of 1.01 for hydrogenolysis of CCl4 was much lower, indicating that, for this highly reactive organohalide, mass transfer to the surface was likely partially rate-limiting. These findings are a first step toward delineating the relative contribution of these competing pathways in other abiotic systems such as the degradation of chlorinated ethenes on zerovalent iron (ZVI), iron sulfide, pyrite, or magnetite, and, potentially, toward distinguishing between degradation of chlorinated ethenes by abiotic versus biotic processes.

Environ Sci Technol. 2008 Feb 1; 42(3): 864-70
Henderson JK, Freedman DL, Falta RW, Kuder T, Wilson JT

Field evidence from underground storage tank sites where leaded gasoline leaked indicates the lead scavengers 1,2-dibromoethane (ethylene dibromide, or EDB) and 1,2-Dichloroethane (1,2-DCA) may be present in groundwater at levels that pose unacceptable risk. These compounds are seldom tested for at UST sites. Although dehalogenation of EDB and 1,2-DCA is well established, the effect of fuel hydrocarbons on their biodegradability under anaerobic conditions is poorly understood. Microcosms (2 L glass bottles) were prepared with soil and groundwater from a UST site in Clemson, South Carolina, using samples collected from the source (containing residual fuel) and less contaminated downgradient areas. Anaerobic biodegradation of EDB occurred in microcosms simulating natural attenuation, but was more extensive and predictable in treatments biostimulated with lactate. In the downgradient biostimulated microcosms, EDB decreased below its maximum contaminant level (MCL) (0.05 microg/L) at a first order rate of 9.4 +/- 0.2 yr(-1). The pathway for EDB dehalogenation proceeded mainly by dihaloelimination to ethene in the source microcosms, while sequential hydrogenolysis to bromoethane and ethane was predominant in the downgradient treatments. Biodegradation of EDB in the source microcosms was confirmed by carbon specific isotope analysis, with a delta13C enrichment factor of -5.6 per thousand. The highest levels of EDB removal occurred in microcosms that produced the highest amounts of methane. Extensive biodegradation of benzene, ethylbenzene, toluene and ortho-xylene was also observed in the source and downgradient area microcosms. In contrast, biodegradation of 1,2-DCA proceeded at a considerably slower rate than EDB, with no response to lactate additions. The slower biodegradation rates for 1,2-DCA agree with field observations and indicate that even if EDB is removed to below its MCL, 1,2-DCA may persist.