Hostname: page-component-586b7cd67f-t7czq Total loading time: 0 Render date: 2024-11-25T19:24:10.978Z Has data issue: false hasContentIssue false

Activity Loss of Ethofumesate in Dry Soil by Chemical Degradation and Adsorption

Published online by Cambridge University Press:  12 June 2017

David McAuliffe
Affiliation:
Dep. Crop Sci., Oregon State Univ., Corvallis, OR 97331
Arnold P. Appleby
Affiliation:
Dep. Crop Sci., Oregon State Univ., Corvallis, OR 97331

Abstract

Ethofumesate [(±)-2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulfonate] was applied to dry soils (2%, w/w moisture content) that were either wetted immediately or remained dry for 1 to 8 days prior to wetting. Two degradation products were isolated with thin-layer and column chromatography from soils that were kept dry for 4 days before wetting. The major product was identified as 2,3-dihydro-3,3-dimethyl-2-oxo-5-benzofuranyl methanesulfonate which accounted for more than 80% of the degradation products. The products were detected 1 day after application to dry soil (between 1 and 3% moisture content), while at moisture contents greater than 3% (w/w) very little ethofumesate was degraded. Radiolabeled ethofumesate and breakdown products were extracted with methanol from dry and wetted soils, and the soil samples were oxidized to quantify nonextractable radioactivity. The percentage of nonextracted ethofumesate was at least 5% greater in dry soil than in wet soil. Activity loss of ethofumesate applied to dry soil probably is due to both chemical degradation and strong adsorption.

Type
Weed Control and Herbicide Technology
Copyright
Copyright © 1984 by the Weed Science Society of America 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

Literature Cited

1. Crosby, D. G. 1976. Nonbiological degradation of herbicides in the soil. Pages 6597 in Audus, L. J., ed. Herbicides – Physiology, Biochemistry, Ecology. Vol. 2. Academic Press, London.Google Scholar
2. Dao, T. H. and Lavy, T. L. 1978. Extraction of soil solution using a simple centrifuge method for pesticide adsorption-desorption studies. Soil Sci. Soc. Am. J. 42:375377.CrossRefGoogle Scholar
3. Getzin, L. W. 1981. Dissipation of chlorpyrifos from dry soil surfaces. J. Econ. Entomol. 74:707713.CrossRefGoogle Scholar
4. Goring, C. A. I., Laskowski, D. A., Hamaker, J. W., and Meikle, R. W. 1975. Principles of pesticide degradation in soil. Pages 136172 in Freed, V. H. and Haque, R., ed. Environmental Dynamics of Pesticides. Plenum Press, New York.Google Scholar
5. Hance, R. J. and Embling, S. J. 1979. Effect of soil water content at the time of application on herbicide content in soil solution extracted in a pressure membrane apparatus. Weed Res. 19:201205.CrossRefGoogle Scholar
6. Hargrove, R. S. and Merkle, M. G. 1971. The loss of alachlor from soil. Weed Sci. 19:652654.CrossRefGoogle Scholar
7. Khan, S. U. 1973. Interaction of S-2,3,3-trichloroallyl-N,N-diisopropylthiocarbamate (triallate) with montmorillonite. J. Environ. Qual. 2:415417.CrossRefGoogle Scholar
8. Knake, E. L., Appleby, A. P., and Furtick, W. R. 1967. Soil incorporation and site of uptake of preemergence herbicides. Weeds 15:228232.CrossRefGoogle Scholar
9. McAuliffe, D. and Appleby, A. P. 1981. Effect of a pre-irrigation period on the activity of ethofumesate applied to dry soil. Weed Sci. 29:712717.CrossRefGoogle Scholar
10. Mortland, M. M. and Raman, K. V. 1968. Surface acidity of smectites in relation to hydration, exchangeable cation, and structure. Clays Clay Miner. 16:393398.CrossRefGoogle Scholar
11. Saltzman, S., Yaron, B., and Mingelgrin, U. 1974. The surface catalyzed hydrolysis of parathion on kaolinite. Soil Sci. Soc. Am. Proc. 38:231234.CrossRefGoogle Scholar
12. Schweizer, E. E. 1976. Persistence and movement of ethofumesate in soil. Weed Res. 16:3742.CrossRefGoogle Scholar
13. Walker, A. 1978. The degradation of methazole in soil. I. Effect of soil type, soil temperature and soil moisture content. Pestic. Sci. 9:326332.CrossRefGoogle Scholar