Abstract
Picric acid is an explosive historically produced and disposed at the Louisiana Army Ammunition Plant (LAAP) in northern Louisiana. The potential for natural degradation of picric acid was investigated by creating picric-acid slurries with four LAAP sediments of variable composition and monitoring for up to 98 days. The concentrations of picric acid decreased rapidly in all slurries during the first day, attributed to adsorption, followed by slower decreases in some samples due to degradation. Degradation in unsterilized slurries was nearly complete within 80 days for two of the four sediments. Increases in nitrite and nitrate concentration over time were proportional to the loss of picric acid and indicate that at least two of the three nitrite groups were removed from the picric acid molecule. The absence of significant concentrations of compounds with a mass greater than 100 amu in the final solutions suggests that all three nitrite groups were removed. No correlation was found between the degree of degradation and grain size, clay content, organic content, carbonate content, or a suite of element concentrations in the sediment. Degradation in sterilized samples was minimal for all sediment slurries, indicating microbial activity as the primary mechanism of degradation.
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Beller, H.R., & Tiemeier, K. (2002). Use of liquid chromatography/ tandem mass spectrometry to detect distinctive indicators of in situ RDX transformation in contaminated groundwater. Environmental Science and Technology, 36, 2060–2066
Cattaneo, M.V., Pennington, J.C., Brannon, J.M., Gunnison, D., Harrelson, D.W., & Zakikhani, M. (2000). Natural attenuation of explosives. Environmental Science and Pollution Control Series, 23, 949–970
Dave, G., Nilsson, E., & Wernersson, A.-S. (2000). Sediment and water phase toxicity and UV-activation of six chemicals used in military explosives. Aquatic Ecosystem Health & Management, 3, 291–299
Goodfellow, Jr., W.L., Burton, D.T., Graves, W.C., Hall, Jr., L.W., & Cooper, K.R. (1983). Acute toxicity of picric acid and picramic acid to rainbow trout, Salmo gairdneri, and American oyster, Crassostrea virginica. Water Resources Bulletin, 19, 641–648
Gazdaru, V., Mihis, B., & Ionescu, M. (1996). Fungal degradation of phenolic compounds. Science and Technology of Environmental Protection, 3, 41–45
Harrelson, D.W., Pennington, J.C., Adcock, S.C., & Stroud, K.W. (1997). Natural attenuation of explosives at the Louisiana army ammunition plant, Miden, Louisiana. Transactions (Gulf-Coast Association of Geological Societies), 47, 654
Heiri, O., Lotter, A.F., & Lenke, H. (2004). Loss on ignition as a method for estimating organic and carbonate content in sediments: reproducibility and comparability of results. Journal of Paleolimnol, 25, 101–110
Heiss, G., Hofmann, K.W., Trachtmann, N., & Walters, D.M. (2002). Rouvière, P.; Knackmuss, H.-J. npd gene functions of Rhodococcus (opacus) erythropolis HL PM-1 in the initial steps of 2,4,6-trinitrophenol degradation. Microbiology, 148, 799–806
Hofmann, K.W., Knackmuss, H.J., & Heiss, G. (2004). Nitrite elimination and hydrolytic ring cleavage in 2,4,6-trinitrophenol (picric acid) degradation. Applied and Environmental Microbiology, 70, 2854–2860
Hunter, D.B, Gates, W.P., Bertsch, P.M. & Kemner, K.M. (1999). Degradation of tetraphenylboron at hydrated smectite surfaces studied by time resolved IR and X-ray adsorption spectroscopies. In: Miineral-Water Interfacial Reactions; Kinetics and Mechanisms, ACS Symposium Series 715, 282–300
Joshi, J.D., Vora, J., Sharma, S., & Patel, C.C. (2003). Kinetics of irradiated semiconductor catalyzed degradation of picric acid. Journal of the Indian Chemical Society, 80, 181–183
Kavitha, V., & Palanivelu, K. (2005). Degradation of nitrophenols by Fenton and photo-Fenton processes. Journal of Photochemistry and Photobiology, A 170, 83–95
Ksibi, M., Zemzemi, A., & Boukchina, R. (2003). Photocatalytic degradability of substituted phenols over UV irradiated TiO2. Journal of Photochemistry and Photobiology A, 159, 61–70
Layton, D., Mallon, B., Mitchell, W., Hall, L., Fish, R., Perry, L., Snyder, G., Bogen, K., Malloch, W., Ham, C., & Dowd, P. (1987). Conventional weapons demilitarization: A health and environmental effects data base assessment, explosives and their co-contaminants. Final Rep., Phase II. Document AD-A220588, Lawrence Livermore National Lab., Livermore, CA. U.S. Army Medical Research and Development Command, Fort Detrick, MD, 402 pp
Lenke, H., & Knackmuss, H.-J. (1992). Initial hydrogenation during catabolism of picric acid by Rhodococcus erythropolis HL 24-2. Applied and Environmental Microbiology, 58, 2933– 2937
Negra, C., Ross, D.S., & Lanzirotti, A. (2005). Oxidizing behavior of soil manganese: Interactions among abundance, oxidation state, and pH. Soil Science Society of America Journal, 69, 87–95
Nipper, M., Qian, Y., Carr, R.S., & Miller, K. (2004). Degradation of picric acid and 2,6-DNT in marine sediments and waters: the role of microbial activity and ultra-violet exposure. Chemosphere, 56, 519–530
Nowack, B., & Stone, A.T. (2000). Degradation of nitrilotris (methylenephosphonic acid) and related (amino) phosphonate chelating agents in the presence of manganese and molecular oxygen. Environmental Science and Technology, 34, 4759–4765
Pennington, J.C., Brannon, J.M., Gunnison, D., Harrelson, D.W., Zakikhani, M., Miyares, P., Jenkins, T.F., Clarke, J., Hayes, C., Ringleberg, D., Perkins, E. & Fredrickson, H. (2001). Monitored natural attenuation of explosives. Soil Sedation Contamination, 10, 45–70
Pennington, J.C., Zakikhani, M., & Harrelson, D. (1999). Monitored natural attenuation of explosives in groundwater – environmental security technology certification program completion report. U.S. Army Corps of Engineers, Technical Report EL-99-7, 233 pp
Rajan, J., Valli, K., Perkins, R.E., Sariaslani, F.S., Barns, S.M., Reysenbach, A.-L., Rehm, S., Ehringer, M., & Pace, N.R. (1996). Mineralization of 2,4,6-trinitrophenol (picric acid): characterization and phylogenetic identification of microbial strains. Journal of Industrial Microbiology, 16, 319– 324
Rieger, P.-G., & Knackmuss, H.-J. (1995). Basic knowledge and perspectives on biodegradation of 2,4,6-trinitrotoluene and related nitroaromatic compounds in contaminated soil. Environmental Sciences Research, 49, 1–18
Rieger, P.G., Sinnwell, V., Preuss, A., Francke, W., & Knackmuss, H.-J. (1999). Hydride-Meisenheimer complex formation and protonation as key reactions of 2,4,6-trinitrophenol biodegradation by Rhodococcus erythropolis. J. Bacteriology, 181, 1189–1195
Ringelberg, D.B., Reynolds, C.M., Walsh, M.E., & Jenkins, T.F. (2003). RDX loss in a surface soil under saturated and well drained conditions. Journal of Environmental Quality, 32, 1244–1249
Sahrawat, K.L. (2004). Ammonium production in submerged soils and sediments: the role of reducible iron. Communication Soil Science Plant Analogy, 35, 399–411
Takeo, M., Abe, Y., Negoro, S., & Heiss, G. (2003). Simultaneous degradation of 4-nitrophenol and picric acid by two different mechanisms of Rhodococcus sp. PN1. Journal of Chemical Engineering of Japan, 36, 1178–1184
Tanaka, K., Luesaiwong, W., & Hisanaga, T. (1997). Photocatalytic degradation of mono-, di- and trinitrophenol in aqueous TiO2 suspension. Journal of Molecular Catalysis A-Chem, 122, 67–74
Thorne, P.G., & Jenkins, T.F. (1995). Development of a field method for quantifying ammonium picrate and picric acid in soil and water. U.S. Army Corps of Engineers, Special Report 95-20, 21 pp
Zakikhani, M., Harrelson, D.W., Pennington, J.C., Brannon, J.M., Corcoran, M.K., & Clark, J. (2002). Monitoring tools and numerical models for evaluation of monitored natural attenuation of explosives at selected sites. Environmental Studies, 7, 371–380
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Tan, Y., Davidson, G.R., See, C.H. et al. Picric Acid Degradation in Sediments from the Louisiana Army Ammunition Plant. Water Air Soil Pollut 177, 169–181 (2006). https://doi.org/10.1007/s11270-006-9133-y
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DOI: https://doi.org/10.1007/s11270-006-9133-y