Hostname: page-component-586b7cd67f-g8jcs Total loading time: 0 Render date: 2024-11-24T02:36:36.410Z Has data issue: false hasContentIssue false
  • English
  • Français

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
Get access Rights & Permissions [Opens in a new window]

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 

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. 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