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Ionization of Buthidazole, VEL 3510, Tebuthiuron, Fluridone, Metribuzin, and Prometryn

Published online by Cambridge University Press:  12 June 2017

J. B. Weber
J. B. Weber*
Affiliation:
Weed Sci., North Carolina State Univ., Raleigh, NC 27650
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Abstract

Aqueous solutions of buthidazole {3-[5-(1,1-dimethylethyl)-1,3,4-thiadazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinone}, VEL 3510 {1-β,β-dimethoxyethyl-1-methyl-3-[5-(1,1-dimethylethyl)-1,3,4-thiadazol-2-yl] urea}, tebuthiuron {N-[5-(1,1-dimethylethyl)-1,3,4-thiadazol-2-yl]-N,N′-dimethylurea}, fluridone 1-methyl-3-phenyl-5-[3-trifluoromethyl)phenyl]-4(1H)-pyridinone, metribuzin [4-amino-6-tert-butyl-3-(methylthio)-as-triazin-5(4H)-one], and prometryn [2,4-bis(isopropylamino)-6-(methylthio)-s-triazine] were spectrophotometrically titrated to obtain pKA values. Ionizing properties of the chemicals were compared with other related compounds reported in the literature. The pKA values for the six herbicides were 0.6 and 11.3, 0.9 and 9.0, 1.2, 1.7, 1.1, and 4.1, respectively.

Keywords

Ionic herbicidesdissociated herbicidesdissociation constantsionization constants
Type
Research Article
Information
Weed Science , Volume 28 , Issue 5 , September 1980 , pp. 467 - 474
Copyright
Copyright © Weed Science Society of America 

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References

Literature Cited

1. Bohn, H. L., McNeal, B. L., and O'Conner, G. A. 1979. Soil Chemistry. John Wiley & Sons, Inc., New York, NY. 329 pp.Google Scholar
2. Chang, S. S. and Stritzke, J. F. 1977. Sorption, movement, and dissipation of tebuthiuron in soils. Weed Sci. 25:184–188.Google Scholar
3. Gysin, H. 1962. Triazin herbicides – Their chemistry, biological properties and mode of action. Chem. and Ind. (London), pages 1393–1400.Google Scholar
4. Ladlie, J., Meggitt, W. E., and Penner, D. 1976. Effect of soil pH on microbial degradation, adsorption and mobility of metribuzin. Weed Sci. 24:477–481.Google Scholar
5. MacDiarmid, B. N. 1975. VEL-5026 – A new herbicide for nonselective weed control. Proc. N. Z. Weed and Pest Control Conf. 28:154–159.Google Scholar
6. Sandstrom, J. 1968. Recent advances in the chemistry of 1,3,4-thiadiazoles. Pages 165–209 in Katritzky, A. R. and Boulton, A. J., eds. Advances in Heterocyclic Chemistry, Vol. 9. Acad. Press, New York.Google Scholar
7. Schmidt, R. R. 1973. Calculations on the herbicidal activity of metribuzin in relation to various soil properties. Proc. Eur. Weed Res. Counc. Symp. Herbicides-Soil. Pages 24–30.Google Scholar
8. Waldrep, T. W. and Taylor, H. M. 1976. 1-methyl-3-phenyl-5-[3-(trifluoromethyl)phenyl]-4(1H)-pyridinone, a new herbicide. J. Agric. Food Chem. 24:1250–1251.Google Scholar
9. Weber, J. B. 1967. Spectrophotometrically determined ionization constants of 13 alkylamino-s-triazines and the relationships of molecular structure and basicity. Spectrochim. Acta 23A:458–461.Google Scholar
10. Weber, J. B. 1977. Spectrophotometric analyses of herbicides. Pages 109–177 in Truelove, Bryan ed., Res. Methods in Weed Sci. (2nd Ed.). South. Weed Sci. Soc., Auburn Printing Co., Auburn, AL.Google Scholar
11. Weber, J. B. 1980. Adsorption of buthidazole, VEL 3510, tebuthiuron, and fluridone by organic matter, montmorillonite clay, exchange resins, and a sandy loam soil. Weed Sci. 28. In press.Google Scholar
12. Woislawski, S. 1953. The spectrophotometric determination of ionization constants of basic dyes. J. Amer. Chem. Soc. 75:5201–5203.Google Scholar