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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

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