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The fates of the herbicides chlorthiamid and dichlobenil in relation to residues in crops, soils, and animals

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Part of the book series: Residue Reviews / Rückstands-Berichte ((RECT,volume 43))

Abstract

The herbicides dichlobenil (Koopman and Daams 1960, Barnsley and Rosher 1961) and chlorthiamid (Yates 1961) are closely related, especially as conversion of chlorthiamid to dichlobenil occurs in soils (Milborrow 1965). The two compounds have a similar range of uses although they are not necessarily interchangeable. They are both soil-acting herbicides and are highly effective against a wide range of broad-leaved and grass weeds including types such as Tussilago, Aegopodium, Rumex, and Equisetum spp. which are difficult to eradicate. The outlets for one or other of the compounds include the control of weeds in top- or bush-fruit such as apples, pears, blackcurrants, raspberries, and particularly vines. Selective control of Rumex spp. in pastures and of weeds in cranberry bogs is possible. The herbicides have also been used for the control of weeds in wheat and rice although the margin of tolerance is smaller than with some other crops. Dosage levels of up to eight to 12 kg./ha. are recommended for application to soils for weed control in top- and bush-fruit and applications are likely to be made once each year, generally during spring, to uncultivated soil. The compounds may also be used for total weed control in non-crop situations, and dosages of up to 20 kg./ha. are recommended. There is in addition some interest in the use of these compounds for the control of aquatic weeds.

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References

  • Barnsley, G. E., and Rosher, P. H.: The relationship between the herbicidal effect of 2,6-dichlorobenzonitrile and its persistence in soil. Weed Research 1, 147 (1961).

    Article  Google Scholar 

  • Beynon, K. I., L. Davies, K. Elgar, and A. N. Wercirr: Analysis of crops and soils for residues of 2,6-dichlorobenzonitrile (dichlobenil) and 2,6-di-chlorothiobenzamide (chlorthiamid) I Method: J. Sci. Food Agr. 17, 151 (1966a).

    Article  CAS  Google Scholar 

  • Beynon, K. I., L. Davies, K. Elgar: Analysis of crops and soils for residues of 2,6-dichlorobenzonitrile (dichlobenil) and 2,6-dichlorothiobenzamide (chlorthiamid). II., Results: J. Sci. Food Agr. 17, 156 (1966 b).

    Google Scholar 

  • Beynon, K. I., and A. N. Wright: Breakdown of the herbicide “C-chlorthiamid. I. Labora tory studies of the breakdown in soils. J. Sci. Food Agr. 19, 723 (1968 a)

    Article  CAS  Google Scholar 

  • Beynon, K. I., L. Davies,: Persistence, penetration and breakdown of chlorthiamid and dichlobenil herbicides in field soils of different types. J. Sci. Food Agr. 19, 719 (1968 b)

    Google Scholar 

  • Beynon, K. I., L. Davies,: Breakdown of the herbicide “C-chlorthiamid II. Glasshouse studies of breakdown in soils and in crops grown in the soils. J. Sci. Food Agr. 19, 727 (1968 c).

    Article  CAS  Google Scholar 

  • Brannock, L. D., M. Montgomery, and V. H. Freed: Consideration of the vapor pressure of Dichlorobenzonitrile affecting its use and procedure for residue analysis. Bull. Environ. Contamination Toxicol. 2, 178 (1967).

    Article  CAS  Google Scholar 

  • Briggs, C. G., and J. E. Dawson: Hydrolysis of 2,6-dichlorobenzonitrile in soils. J. Agr. Food Chem. 18, 97 (1970).

    Article  CAS  Google Scholar 

  • Brown, V. K. H., P. L. Chambers, L. W. Ferrigan, D. E. Stevenson, and D. A. Williams: Toxicological studies with the herbicide 2,6-dichlorothiobenzamide (Chlorthiamid Prefix). Archiv. für Toxicologie 23, 42 (1967).

    Article  CAS  Google Scholar 

  • Clay, D. V., and C. E. Mckone: The presistence of chlorthiamid, lenacil and simazine in uncropped soil. Proc. 9th Brit. Weed Control Conference, p. 933 (1968).

    Google Scholar 

  • Cope, O. B.: The effects of pesticides on fish and wildlife. U.S. Department of Interior, Fish and Wildlife Service Circ. 226, p. 51 (1965).

    Google Scholar 

  • Cope, O. B., J. P. Mccraren, and L. Eller: Effects of dichlobenil on two fishpond environments. Weed Sci. 17, 158 (1969).

    CAS  Google Scholar 

  • Daams, J.: Das Verhalten von Dichlobenil in Boden and Pflanze. Zeitschr. für Pflanzenkrankheiten (Pflanzenpathologie) and Pflanzenshutz, Sonderheft 111, 172, 139 (1965).

    Google Scholar 

  • Frank, P. H., and R. D. Comes: Herbicidal residues in pond water and hydrosoil. Weeds 15, 210 (1967).

    Article  CAS  Google Scholar 

  • Furmidge, C. G. L., and J. M. Osgerby: Persistence of herbicides in soil. J. Sci. Food Agr. 18, 269 (1967).

    Article  CAS  Google Scholar 

  • Griffiths, M. H., J. A. Moss, J. A, Rose, and D. E. Hathway: The comparative metabolism of 2,6-dichlorothiobenzamide (Prefix) and 2,6-dichlorobenzonitrile in the dog and rat. Biochem. J. 98, 770 (1966).

    PubMed  CAS  Google Scholar 

  • Hance, R. J.: The adsorption of urea and some of its derivatives by a variety of soils. Weed Research 5, 98 (1965).

    Article  CAS  Google Scholar 

  • Hiltibran, R. C.: Effects of some herbicides on fertilised fish eggs and fry. Trans. Amer. Fish Soc. 96, 414 (1967).

    Article  CAS  Google Scholar 

  • Horowitz, M.: Experiments with granules of dichlobenil under glasshouse conditions. Weed Research 6, 91 (1966).

    Article  CAS  Google Scholar 

  • Hughes, J. S., and J. T. Davis: Toxicity of selected herbicides to bluegill sunfish. Proc. Louisiana Acad. Sci. XXV, 86 (1962).

    Google Scholar 

  • Kanazawa, J., and T. Kawahara: Residue analysis of agricultural chemicals. III. Electron capture gas chromatography of various pesticides. Nippon Nogei Kagaku Kaishi 40, 178 (1966).

    Article  CAS  Google Scholar 

  • Koopman, H., and J. Daams: 2,6-Dichlorobenzonitrile, a new herbicide. Nature 186, 89 (1960).

    Article  PubMed  CAS  Google Scholar 

  • Leach, R. W. A, N. L. Biddington, A. Verloop, and W. A. Nimmo: A side effect of chlorthiamid and dichlobenil herbicides. Ann. Applied Biol. 67, 137 (1971).

    Article  CAS  Google Scholar 

  • Mahadevan, S., and K. V. Thimann: Nitrilase. II. Substrate specificity and possible mode of action. Biochem. Biophys. 107, 62 (1964).

    Article  CAS  Google Scholar 

  • Maier-Bode, H.: Herbizide und ihre Rückstände. Stuttgart: Eugen Ulmer (1971).

    Google Scholar 

  • Massini, P.: Movement of 2,6-dichlorobenzonitrile in soils and in plants in relation to its physical properties. Weed Research 1, 142 (1961).

    Article  CAS  Google Scholar 

  • Meulemans, K. J., and E. T. Upton: Determination of dichlobenil and its metabolite 2,6-dichlorobenzoic acid in agricultural crops, fish, soil and water. J. Assoc. Official Anal. Chemists 49, 976 (1966).

    CAS  Google Scholar 

  • Milborrow, B. V.: Effect of rate of formation of 2,6-dichlorobenzonitrile on its toxicity to plants. Weed Research 5, 332 (1965).

    Article  CAS  Google Scholar 

  • Miller, C. W., I. E. Demoranville, and A. J. Chaiug: Persistence of dichlobenil in cranberry bogs. Weeds 14, 296 (1966).

    Article  CAS  Google Scholar 

  • Miller, C. W., I. E. Demoranville, and A. J. Chaiug: Effect of water on the persistence of dichlobenil. Weed Research 7, 164 (1967).

    Article  CAS  Google Scholar 

  • Pate, D. A.: Degradation of dichlobenil-“C in bean, alligator weeds and certain microorganisms. Ph.D. Thesis, Auburn Univ. (1966).

    Google Scholar 

  • Pate, D. A., and H. H. Funderburk: Adsorption, translocation and metabolism of “C-dichlobenil. In: Isotopes in weed research, I.A.E.A., Vienna, STL/PVB/133, pp. 17–25 (1965).

    Google Scholar 

  • Pate, D. A., and H. H. Funderburk, D. E. D.Vis, and J. M. Lawrence: Preliminary studies on “C-labelled dichlobenil. Proc. 17th S. Weed Conference 17, 337 1965 ).

    Google Scholar 

  • Petrosini, G., F. Tafuri, and M. Businelli: Fattori the influenzano la persistenza dell ‘erbicida 2,6-dichlorobenzonitrile in vari tipi di terrano. Agrochimica 12, 422 (1968).

    CAS  Google Scholar 

  • Plimmer, J. R., and B. E. Hummer: Photochemistry of herbicides. A study of some chlorinated compounds. Abstr. A-59 155th Meeting Amer. Chem. Soc., San Francisco (Apr. 1968).

    Google Scholar 

  • Price, H. C., and A. R. Putnam: Efflux of dichlobenil from shoots and roots of corn. J. Agr. Food Chem. 17, 135 (1969).

    Article  CAS  Google Scholar 

  • St. John, L. E., and D. J. I Sk: Fate of the herbicides Bromoxynil and Casoron in cows. J. Dairy Sci. 50, 582 (1967).

    Google Scholar 

  • Sheets, T. J., C. I. Harris, and J. W. Smith: Persistence of dichlobenil and SD 7961. Weed Sci. 16, 245 (1968).

    CAS  Google Scholar 

  • Skroch, W. A., T. J. Sheets, and J. W. Smrrh: Herbicide effectiveness, soil residues and phytotoxicity to peach trees. Weed Sci. 19, 257 (1971).

    CAS  Google Scholar 

  • Genderen, H., I. H. Koeman, and J. G. Wit: Toxicological properties of the herbicide dichlobenil (2,6-dichlorobenzonitrile) in warm-blooded animals. Meded. Rijksfac. Landbouwwetensch., Gent. 31, 1026 (1966).

    Google Scholar 

  • Genderen, H., and G. J. Esch: Toxicology of the herbicide dichlobenil (2,6-dichlorobenzonitrile) and its main metabolites. Food Cosmetics Toxicol. 6, 261 (1968).

    Article  Google Scholar 

  • Valin, C. C.: Persistence of 2,6-dichlorobenzonitrile in aquatic environments. Adv. Chem. Series 60, 271 (1966).

    Article  Google Scholar 

  • Verloop, A.: Fate of the herbicide dichlobenil in plants and soil in relation to its biological activity. Residue Reviews 43, 55 (1972).

    CAS  Google Scholar 

  • Verloop, A., and J. Daams: Beziehungen zwischen den Nebenwirkungen von Dichlobenil auf Holzwächse und den Umwandlungen des Herbizids in Planzen und Boden. Zeitschr. für Planzenkrankheiten V, 141 (1970).

    Google Scholar 

  • Verloop, A., and W. B. Nimmo: Absorption and translocation of dichlobenil in bean. In: Isotopes in weed research, I.A.E.A., Vienna SM 69/12 (1965).

    Google Scholar 

  • Verloop, A., and W. B. Nimmo: Absorption, translocation and metabolism of dichlobenil in bean seed- lings. Weed Research 9, 357 (1969).

    Article  CAS  Google Scholar 

  • Verloop, A., and W. B. Nimmo: Transport and metabolism of dichlobenil in wheat and rice seedlings. Weed Research 10, 59 (1970 a).

    Article  CAS  Google Scholar 

  • Verloop, A., and W. B. Nimmo: Metabolism of dichlobenil in sandy soil. Weed Reearch 10, 65 (1970 b)

    Article  CAS  Google Scholar 

  • Verloop, A., and W. B. Nimmo: Nature of the degradation of the herbicide dichlobenil in soil. Proc. Internat. Congress on Plant Protection, Paris, 21–25 Sept. 1970, p. 731 (1970 c).

    Google Scholar 

  • Walker, C. R.: Dichlobenil as herbicide in fish habitats. Weeds 12 267 (1964).

    Article  Google Scholar 

  • Walsh G. E., C. W. Miller and P. T. Heitmuller: Uptake and effects of dichlobenil in a small pond. Bull. Environ. Contamination Toxicol. 6, 279 (1971).

    Article  CAS  Google Scholar 

  • Wrr, J. G., and H. Gendeben: Metabolism of the herbicide 2,6-dichlorobenzonitrile in rabbits and rats. Biochem. J. 101, 698 (1966).

    Google Scholar 

  • Yates J.: Thiobenzamides and derivatives. British Pat. No. 987, 253 (1961).

    Google Scholar 

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Beynon, K.I., Wright, A.N. (1972). The fates of the herbicides chlorthiamid and dichlobenil in relation to residues in crops, soils, and animals. In: Gunther, F.A., Gunther, J.D. (eds) Residue Reviews. Residue Reviews / Rückstands-Berichte, vol 43. Springer, New York, NY. https://doi.org/10.1007/978-1-4615-8485-8_2

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  • DOI: https://doi.org/10.1007/978-1-4615-8485-8_2

  • Publisher Name: Springer, New York, NY

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