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Characterizing the Sethoxydim-Bentazon Interaction with Proton Nuclear Magnetic Resonance Spectrometry

Published online by Cambridge University Press:  12 June 2017

Kurt D. Thelen ,
Evelyn P. Jackson  and
Donald Penner
Kurt D. Thelen
Affiliation:
Michigan Dep. Agric., P.O. Box 30017, Lansing, MI 48909
Evelyn P. Jackson
Affiliation:
Dep. Chem. and Max T. Rogers NMR Facility
Donald Penner
Affiliation:
Dep. Crop and Soil Sci., Michigan State Univ., East Lansing, MI 48824
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Abstract

The antagonistic effect of Na-bentazon on sethoxydim absorption and herbicidal activity has been documented. The addition of ammonium sulfate (AMS) with a surfactant overcomes the observed loss of sethoxydim activity. Nuclear Magnetic Resonance (NMR) was used to study the chemical effects of commercially formulated Na-bentazon, NaCl, NaHCO3, Na-bentazon plus AMS, and NaHCO3 plus AMS on commercially formulated sethoxydim. Technical grade Li-sethoxydim and sethoxydim were analyzed and 1H-NMR spectra were used as comparative standards. Data indicate an association of Na+ from Na-bentazon, NaHCO3, and NaCl with the sethoxydim molecule. NH4+ from AMS appears to associate spatially with sethoxydim but does not exert the same electronic effect on the sethoxydim ring protons as observed with Na+ or Li+. The addition of AMS to sethoxydim plus Na-bentazon or NaHCO3 treatments prevents the complexation of Na+ with the sethoxydim molecule. The data support the hypothesis that the observed Na-bentazon antagonism and ammonium sulfate reversal of antagonism are chemically based.

Keywords

Bentazon, 3-(1-methylethyl)-(1H)-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxidesethoxydim, 2-[1-(ethoxyimino)butyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-oneammonium sulfate, (NH4)2SO4Antagonismherbicide interactionfoliar absorption
Type
Physiology, Chemistry, and Biochemistry
Information
Weed Science , Volume 43 , Issue 3 , September 1995 , pp. 337 - 341
Copyright
Copyright © 1995 by the Weed Science Society of America 

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References

LITERATURE CITED

1. Couderchet, M. and Retzlaff, G. 1990. Bentazone-sethoxydim antagonism: the role of ATP and plasma membrane ATPase. Pestic. Sci. 30:415–460.Google Scholar
2. Couderchet, M. and Retzlaff, G. 1991. The role of the plasma membrane ATPase in bentazone-sethoxydim antagonism. Pestic. Sci. 32:295–306.Google Scholar
3. Gerwick, B. C., Tanguay, L. D., and Burroughs, F. G. 1990. Differential effects of UAN on antagonism with bentazon. Weed Technol. 4:620–624.CrossRefGoogle Scholar
4. Grichar, W. J. 1991. Sethoxydim and broadleaf herbicide interaction effects on annual grass control in peanuts (Arachis hypogaea). Weed Technol. 5:321–324.CrossRefGoogle Scholar
5. Jordan, D. L. and York, A. C. 1989. Effects of ammonium fertilizers and BCH 81508 S on antagonism with sethoxydim plus bentazon mixtures. Weed Technol. 3:450–454.Google Scholar
6. Minton, B. W., Kurtz, M. E., and Shaw, D. R. 1989. Barnyardgrass (Echinochloa crus-galli) control with grass and broadleaf weed herbicide combinations. Weed Sci. 37:223–227.CrossRefGoogle Scholar
7. Penner, D. 1989. The impact of adjuvants on herbicide antagonism. Weed Technol. 3:227–231.Google Scholar
8. Rhodes, N. G. Jr. and Coble, H. D. 1984. Influence of application variables on antagonism between sethoxydim and bentazon. Weed Sci. 32:436–441.CrossRefGoogle Scholar
9. Rhodes, N. G. and Coble, H. D. 1984. Influence of bentazon on absorption and translocation of sethoxydim in goosegrass (Eleusine indica). Weed Sci. 32:595–597.Google Scholar
10. Smith, A. M. and Vanden Born, W. H. 1992. Ammonium sulfate increases efficacy of sethoxydim through increased absorption and translocation. Weed Sci. 40:351–358.CrossRefGoogle Scholar
11. Wanamarta, G., Penner, D., and Kells, J. J. 1989. The basis of bentazon antagonism on sethoxydim absorption and activity. Weed Sci. 37:400–404.Google Scholar
12. Wanamarta, G., Kells, J. J., and Penner, D. 1993. Overcoming antagonistic effects of Na-bentazon on sethoxydim absorption. Weed Technol. 7:322–325.Google Scholar