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Effect of Chemical Structure, Temperature, Crop Oil Concentrate, and Bentazon on the Behavior of Haloxyfop in Yellow Foxtail (Setaria glauca) – a Quantitative Modeling Approach

Published online by Cambridge University Press:  12 June 2017

Philip J. McCall
Philip J. McCall*
Affiliation:
Agric. Products Dep., The Dow Chem. Co., Midland, MI 48640
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Abstract

A mathematical model describing the behavior of 14C-haloxyfop {2-[4-[(3-chloro-5-(trifluoromethyl)-2-pyridinyl] oxy] phenoxy] propanoic acid} and its methyl and ethoxyethyl esters on yellow foxtail [Seteria glauca (L.) Beauv. #3 SETLU] has been developed to evaluate volatility, penetration, ester transformation, metabolism, and transport of the chemical in the plant system. The effects of crop oil concentrate, temperature, structure of the molecule, and the addition of bentazon [3-(1-methylethyl)-(1H)-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide] to the application solution on the kinetic rate constants have been studied. Crop oil concentrate was found to dramatically increase penetration at an optimal level of approximately 0.3% (v/v). Significant increases in rate constants were observed at higher temperatures. Esters were rapidly converted to the acid in the plant with conversion of the ethoxyethyl ester being approximately twice as fast as the methyl ester. Subsequent metabolism of the acid proceeded at a moderate rate which was independent of the original ester form of the molecule. All kinetic processes were described by first-order rate constants with the exception of transport which appeared to slow a few hours after application even though acid levels in the plant were high. When bentazon was applied in combination with haloxyfop-methyl, penetration of the ester was somewhat inhibited, while transport of radioactivity associated with the molecule to other plant parts was dramatically reduced.

Keywords

Herbicide metabolismpenetrationtransportvolatilitymodelingantagonismmode of actionSetaria glaucaSETLU
Type
Physiology, Chemistry, and Biochemistry
Information
Weed Science , Volume 36 , Issue 4 , July 1988 , pp. 424 - 435
Copyright
Copyright © 1988 by the Weed Science Society of America 

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References

Literature Cited

1. Anderson, R. N. 1982. Comparisons of four herbicides for postemergence grass control. Proc. North Cent. Weed Control Conf. 37:80–82.Google Scholar
2. Bayer, D. E. and Drever, H. R. 1965. The effect of surfactants on efficiency of foliar-applied diuron. Weed Sci. 13:222–226.Google Scholar
3. Boldt, P. F. and Putnam, A. R. 1981. Selectivity mechanisms for foliar applications of diclofop-methyl. II. Metabolism. Weed Sci. 29:237–241.Google Scholar
4. Buhler, D. D. and Burnside, O. C. 1984. Effect of application factors on postemergence phytotoxicity of fluazifop-butyl, haloxyfop-methyl, and sethoxydim. Weed Sci. 32:574–583.Google Scholar
5. Buhler, D. D., Swisher, B. A., and Burnside, O. C. 1985. Behavior of 14C-haloxyfop-methyl in intact plants and cell cultures. Weed Sci. 33:291–299.Google Scholar
6. Cambell, J. R. and Penner, D. 1982. Compatibility of diclofop and BAS-9052 with bentazon. Weed Sci. 30:458–462.Google Scholar
7. Coble, H. D. 1984. Sethoxydim antagonism caused by bentazon. Proc. South. Weed Sci. Soc. Google Scholar
8. Dexter, A. G., Nalewaja, J. D., and Miller, S. D. 1984. Antagonism between broadleaf and grass control herbicides. Abstr. Weed Sci. Soc. Am. Pages 5–6.Google Scholar
9. Hartzler, R. G. and Foy, C. L. 1983. Efficacy of three postemergence grass herbicides for soybeans. Weed Sci. 31:557–561.CrossRefGoogle Scholar
10. Hendly, P., Dicks, J. W., Monaco, T. J., Slyfield, S. M., Tummon, O. J., and Barrett, J. C. 1985. Translocation and metabolism of pyridinyloxyphenoxypropionate herbicides in rhizomatous quackgrass (Agropyron repens). Weed Sci. 33:11–24.Google Scholar
11. Hill, B. D., Stobbe, E. H., and Jones, B. L. 1978. Hydrolysis of the herbicide benzoylprop ethyl by wild oat esterase. Weed Res. 18:149–154.Google Scholar
12. Hutson, D. H. 1982. Formation of lipophilic conjugates of pesticides and other xenobiotic compounds. Pages 171–184 in Hutson, D. H. and Roberts, T. R., eds. Progress in Pesticide Biochemistry. Vol. 2. John Wiley & Sons, Limited, Chichester, England.Google Scholar
13. McCall, P. J., Stafford, L. E., and Gavit, P. D. 1986. Compartmental model describing the foliar behavior of tridiphane on giant foxtail. J. Agr. Food Chem. 34:229–234.Google Scholar
14. McCall, P. J., Stafford, L. E., Zorner, P. S., and Gavit, P. D. 1986. Modeling the foliar behavior of atrazine with and without crop oil concentrate on giant foxtail and the effect of tridiphane on the model rate constants. J. Agric. Food Chem. 34:235–238.Google Scholar
15. McWhorter, C. G. and Jordan, T. N. 1976. Effects of adjuvants and environment on the toxicity of dalapon to johnsongrass. Weed Sci. 24:31–34.Google Scholar
16. Nash, R. G. and Beall, M. L. Jr. 1977. A microagroecosystem to monitor the environmental fate of pesticides. Pages 86–94 in Gillett, J. W. and Wyatt, J. W., eds. Terrestrial Microcosms and Environmental Chemistry. Oregon State Univ., Corvallis, OR.Google Scholar
17. Reilly, P. M. and Blau, G. E. 1974. The use of statistical methods to build mathematical models of chemical reacting systems. Can. J. Chem. Eng. 52:289.Google Scholar
18. Rhodes, G. N. Jr. and Coble, H. D. 1982. Interactions of sethoxydim (Poast) and bentazon (Basagran). Proc. South. Weed Sci. Soc. 35:346.Google Scholar
19. Shimabukuro, R. H., Walsh, W. C., and Hoerauf, R. A. 1979. Metabolism and selectivity of diclofop-methyl in wild oat and wheat. J. Agric. Food Chem. 27:615–623.Google Scholar
20. Stoltenberg, D. E. and Wyse, D. L. 1986. Regrowth of quackgrass (Agropyron repens) following postemergence applications of haloxyfop and sethoxydim. Weed Sci. 34:664–668.Google Scholar
21. Wilhm, J. L., Meggitt, W. F., and Penner, D. 1986. Effect of acifluorfen and bentazon on absorption and translocation of haloxyfop and DPX-Y6202 in quackgrass (Agropyron repens). Weed Sci. 34:333–337.CrossRefGoogle Scholar
22. Wyse, D. L. and Spitzmueller, J. 1984. Quackgrass control in soybeans with sethoxydim, fluazifop and haloxyfop – a three year summary. Proc. North Cent. Weed Control Conf. 39:28.Google Scholar