TECHNICAL PAPERS
Mar 1, 2002

Transformation and Transport of Vinclozolin from Soil to Air

Publication: Journal of Environmental Engineering
Volume 128, Issue 3

Abstract

A laboratory chamber was designed and used to determine the headspace flux of the fungicide vinclozolin (3-(3,5-dichlorophenyl)-5-methyl-5-vinyl-oxzoli-dine-2,4-dione) and its three degradation products from chamber surfaces, 20–30 mesh Ottawa sand, and sterilized and nonsterile North Carolina Piedmont aquic hapludult soils following fungicide spray applications. Results indicate that vinclozolin and its degradation products are influenced by the presence of soil particles, fluid-filled pore space, soil organic matter and clay content, and microbes. The formation of 2-[(3,5-dichlorophenyl)-carbamoyl]oxy-2-methyl-3-butenoic acid (“M1”), was highest in pore water with elevated pH levels, and the degradation is enhanced by the presence of microbes. M1 was also released from lower pH soil pore water, especially when the fungicide was incorporated into the soil. Unlike prior studies of vinclozolin degradation in solutions, this study found that, in soil, both M1 and 3,5-dichloro-2-hydroxy-2-methylbut-3-enanilide (“M2”) can be produced in the same soil column. These results indicate that engineering controls and agricultural practices following application can affect the amount and pathway of vinclozolin’s degradation.

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References

Alphei, J., and Scheu, S. (1993). “Effects of biocidal treatments on biological and nutritional properties of a mull-structured woodland soil.” Geoderma, 56, 435–448.
BASF Corporation. (1997). Supplemental label: Ronalin®DF fungicide. EPA Reg. No. 7969-85, EPA Establishment No. 39578-WG-01.
Cain, R. B., and Mitchell, J. A.(1996). “Enhanced degradation of the fungicide vinclozolin: isolation and characterization of the responsible organism.” Pestic. Sci., 48, 13–23.
Gray, L. E., Ostby, J. S., and Kelce, W. R.(1994). “Developmental effects of an environmental antiandrogen: the fungicide vinclozolin alters sex differentiation of the male rats.” Toxicol. Appl. Pharmacol., 129, 46–52.
Hemond, H. F., and Fechner, E. J. (1996). Chemical fate and transport in the environment, Academic, San Diego.
Kelce, W. R., Lambright, C. R., Gray, L. E., and Roberts, K. P.(1996). “Vinclozolin and p,p-DDE alter androgen-dependent gene expression: In vivo confirmation of an androgen receptor-mediated mechanism.” Toxicol. Appl. Pharmacol., 141, 275–285.
Kelce, W. R., Monosson, E., and Gamcsik, M. P.(1994). “Environmental hormone disruptors: evidence that vinclozolin developmental toxicity is mediated by anti-androgenic metabolites.” Toxicol. Appl. Pharmacol., 126, 275–285.
Kelce, W. R., and Wilson, E. M.(1997). “Environmental antiandrogens: Developmental effects, molecular mechanisms, and clinical implications.” J. Mol. Med., 75(3), 198–207.
Lewis, R. G., and Gordon, S. M. (1996). “Sampling for organic chemicals in air.” Principles of environmental sampling, American Chemical Society, Washington, DC, 401–470.
McLean, E. O. (1982). “Soil pH and lime requirement.” Methods of soil analysis, Part 2: Chemical and microbiological properties, Monograph 9, American Society of Agronomy, Inc., Soil Science Society of America, Inc., Madison, Wis., 199–215.
Mercadier, C., Vega, D., and Bastide, J.(1997). “Iprodione degradation by isolated soil microorganisms.” FEMS Microbiol. Ecol.,23, 207–215.
Mercadier, C., Vega, D., and Bastide, J.(1998). “Chemical and biological transformation of the fungicide vinclozolin.” J. Agric. Food Chem., 46, 3817–3822.
National Atmospheric Deposition Program (2000). “Active sites: Piedmont Research Station and Finley Farm.” 〈http://sws.uiuc.edu〉.
Ou, L.-T., Joy, P. I., Thomas, J. E., and Hornsby, A. G.(1997). “Stimulation of microbial degradation of methyl bromide in soil during oxidation of an ammonia fertilizer by nitrifiers.” Environ. Sci. Technol., 31, 717–722.
Szeto, S. Y., Burlinson, N. E., Rahe, J. E., and Oloffs, P. C.(1989a). “Kinetics of hydrolysis of the dicarboximide fungicide vinclozolin.” J. Agric. Food Chem., 37, 523–529.
Szeto, S. Y., Burlinson, N. E., Rahe, J. E., and Oloffs, P. C.(1989b). “Persistence of the fungicide vinclozolin on pea leaves under laboratory conditions.” J. Agric. Food Chem., 37, 529–534.
Vallero, D. A. (2000). “Dicarboximide fungicide flux to the lower troposphere from an aquic hapludult soil.” Doctoral Dissertation, Duke Univ., Durham, N.C.
Villadieu, J. C., de Savignac, A., and Calmon, J. P.(1995). “Kinetics and mechanisms of hydrolysis of dicarboximide fungicides in micellar media.” J. Agric. Food Chem., 43, 1948–1953.
Walker, A.(1987). “Further observations on the enhanced degradation of iprodione and vinclozolin in soil.” Pestic. Sci., 21, 219–231.
Williams, R. W., Watts, R. R., Stevens, R. K., Stone, C. L., and Lewtas, J.(1999). “Evaluation of personal air sampler for twenty-four hour collection of fine particles and semivolatile organics.” J. Expo Anal Environ. Epidemiol., 2, 158–166.
Wong, C.-I., Kelce, W. R., Sar, M., and Wilson, E. M.(1995). “Androgen receptor antagonist versus agonist activities of the fungicide vinclozolin relative to hydroxyflutamide.” J. Biol. Chem., 270(34), 19998–20003.

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Published In

Go to Journal of Environmental Engineering
Journal of Environmental Engineering
Volume 128Issue 3March 2002
Pages: 261 - 268

History

Received: Feb 20, 2001
Accepted: Jul 26, 2001
Published online: Mar 1, 2002
Published in print: Mar 2002

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Authors

Affiliations

Daniel A. Vallero, M.ASCE
National Exposure Research Laboratory (MD-56), U.S. Environmental Protection Agency, Research Triangle Park, NC 27711 (corresponding author).
J. Jeffrey Peirce
Dept. of Civil and Environmental Engineering, Duke Univ., Durham, NC 27706.

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