Environmental Fate of Triclopyr

  • Allan J. Cessna
  • Raj Grover
  • Don T. Waite
Part of the Reviews of Environmental Contamination and Toxicology book series (RECT, volume 174)


Triclopyr, a postemergence herbicide, was first reported in 1975 by Byrd and coworkers. It is a selective systemic herbicide that is rapidly absorbed by the foliage and roots of plants; for example, uptake into wheat and barley leaves was essentially complete 12 hr after treatment (Lewer and Owen 1990). Triclopyr is rapidly translocated throughout plants (Gorrell et al. 1988; Lewer and Owen 1990), primarily by the symplastic pathway, and accumulates in meristematic tissue (Radosevich and Bayer 1979). The herbicide induces auxin-type responses in susceptible plant species that include epinastic bending and twisting of stems and petioles, swelling and elongation of stems, and cupping and curling of leaves. These effects are followed by chlorosis at the growing points, growth inhibition, wilting, and necrosis. Death of susceptible plants occurs slowly, usually within 3–5 wk.


High Pressure Liquid Chromatography Sandy Loam Soil North Carolina Aerial Application Soil Adsorption 
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  1. Anonymous (1992) Pesticides in groundwater database: a compilation of monitoring studies: 1971–1991. National summary. U.S. Environmental Protection Agency, Washington, DC.Google Scholar
  2. Anonymous (1994) Herbicide Handbook, 7th Ed. Weed Science Society of America, Champaign, IL.Google Scholar
  3. Anonymous (1997) The Pesticide Manual, 11th Ed. The British Crop Protection Council. Lavenham Press, Lavenham, Suffolk, U.K.Google Scholar
  4. Anonymous (1998) The Council of the European Union, Council Directive 98/83/EC on the quality of water intended for human consumption. Official Journal L330, 05/12/ 98 p. 0032–0054.Google Scholar
  5. Bidlack HD (1977) Aerobic degradation of 3,5,6-trichloro-2-pyridinol in 15 agricultural soils. GH-C 991. DowElanco, Indianapolis, IN.Google Scholar
  6. Bidlack HD (1978) The hydrolysis of triclopyr EB ester in buffered deionized water, natural water, and selected soils. GH-C 1106. Dow Chemical U.S.A., Midland, MI.Google Scholar
  7. Bidlack HD, Laskowski DA, Swann RL, Comeaux LB, Jeffries TK (1977) Comparison of the degradation rates and decomposition products of 14C-triclopyr in aerobic and waterlogged soil. GH-C 919R. DowElanco, Indianapolis, IN.Google Scholar
  8. Bovey RW, Ketchersid ML, Merkle MG (1979) Distribution of triclopyr and picloram in huisache (Acacia farnesiana). Weed Sci 27: 527–531.Google Scholar
  9. Bush PB, Neary DG, Taylor JW (1988) Effect of triclopyr amine and ester formulations on groundwater and surface water quality in the coastal plain. Proc South Weed Sci Soc 41: 226–232.Google Scholar
  10. Buttler IW, Roberts DW, Siders LE, Gardner RC (1993) Non-crop right-of-way terrestrial field dissipation of triclopyr in California. GH-C 3007. DowElanco, Indianapolis, IN.Google Scholar
  11. Byrd BC, Wright WG, Warren LE (1975) Vegetation control with Dowco® 233 herbicide. Proc West Soc Weed Sci 28: 44–48.Google Scholar
  12. Cessna AJ, Grover R (1978) Spectrophotometric determination of dissociation constants of selected acidic herbicides. J Agric Food Chem 26: 289–292.CrossRefGoogle Scholar
  13. Cleveland CB, Holbrook DL (1991) A hydrolysis study of triclopyr. GH-C 2491. Dow Elanco, Indianapolis, IN.Google Scholar
  14. Cryer SA, Cooley T, Dixon-White H, Schuster L (1993) The dissipation and movement of triclopyr in a northern USA forest system. GH-C 3152. DowElanco, Indianapolis, IN.Google Scholar
  15. Cserjesi AJ, Johnson EL (1972) Methylation of pentachlorophenol by Trichoderma virgatum. Can J Microbiol 18: 45–49.PubMedCrossRefGoogle Scholar
  16. Curtis RF, Land DG, Griffiths NM, Gee M, Robinson D, Peel JL, Dennis C, Gee JM (1972) 2,3,4,6-Tetrachloroanisole association with musty taint in chickens and microbial formation. Nature (Lond) 235: 223–235.Google Scholar
  17. Dilling WL, Lickly LC, Lickly TD, Murphy PG, McKellar RL (1984) Organic photochemistry. 19. Quantum yields for 0,0-diethyl-O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate (chlorpyrifos) and 3,5,6-trichloro-2-pyridinol in dilute aqueous solutions and their environmental phototransformation rates. Environ Sci Technol 18: 540–543.CrossRefGoogle Scholar
  18. Feng Y (1995) Transformation of 3,5,6-trichloro-2-pyridinol, a metabolite of pyridine-based pesticides. PhD dissertation. Pennsylvania State University, University Park, PA.Google Scholar
  19. Fontaine DD (1990) Dispersal and degradation of triclopyr within a Canadian boreal forest ecosystem following an aerial application of Garlon 4. GH-C 2314. Dow Chemical, Midland, MI.Google Scholar
  20. Getsinger KD, Westerdahl HE (1984) Field evaluation of Garlon 3A (triclopyr) and 14ACE-B (2,4-D BEE) for the control of Eurasian watermilfoil. Miscellaneous paper A-84–5. Waterways Experiment Station, U.S. Army Corps of Engineers, Vicksburg, MS.Google Scholar
  21. Getsinger KD, Madsen JD, Netherland MD, Turner EG (1996) Field evaluation of triclopyr (Garlon 3A) for controlling Eurasian watermilfoil in the Pend Oreille River, Washington. Contract WES: Tech Rep A-96–1. NTIS/AD-A304 807/1. Waterways Experiment Station, U.S. Army Corps of Engineers, Vicksburg, MS.Google Scholar
  22. Gorrell RM, Bingham SW, Foy CL (1988) Translocation and fate of dicamba, picloram and triclopyr in horsenettle, Solanum carolinense. Weed Sci 36: 447–452.Google Scholar
  23. Johnson WG, Lavy TL (1994) In-situ dissipation of benomyl, carbofuran, thiobenzcarb, and triclopyr at three soil depths. J Environ Qual 23: 556–562.CrossRefGoogle Scholar
  24. Johnson WG, Lavy TL, Gbur EE (1995) Persistence of triclopyr and 2,4-D in flooded and nonflooded soils. J Environ Qual 24: 493–497.CrossRefGoogle Scholar
  25. Jotcham JR, Smith DW, Stephenson GR (1989) Comparative persistence and mobility of pyridine and phenoxy herbicides in soil. Weed Technol 3: 155–161.Google Scholar
  26. Kreutzweiser DP, Thompson DG, Capell SS, Thomas DR, Staznik B (1995) Field evalu- ation of triclopyr ester toxicity to fish. Arch Environ Contam Toxicol 28: 18–26.CrossRefGoogle Scholar
  27. Laskowski DA, Goring CAI, McCall PJ, Swann RL (1982) Terrestrial environment. In: Conway RA (ed) Environmental Risk Analysis for Chemicals. Von Nostrand Rheinhold, New York, pp 198–240.Google Scholar
  28. Lee CH, Oloffs PC, Szeto SY (1986) Persistence, degradation, and movement of triclopyr and its ethylene glycol butyl ether ester in a forest soil. J Agric Food Chem 34: 1075–1079.CrossRefGoogle Scholar
  29. Lewer P, Owen WJ (1989) Amino acid conjugation of triclopyr by soybean cell suspension cultures. Pestic Biochem Physiol 33: 249–256.CrossRefGoogle Scholar
  30. Lewer P, Owen WJ (1990) Selective action of the herbicide triclopyr. Pestic Biochem Physiol 36: 187–200.CrossRefGoogle Scholar
  31. Long T (1988) Groundwater contamination in the vicinity of agrichemical mixing and loading facilities. In: Proceedings of the 16th ENR Annual Conference: Pesticides and Pest Management, November 12–13, 1987, Chicago, IL, p. 133–149.Google Scholar
  32. Maloney RF (1995) Effect of the herbicide triclopyr on the abundance and species composition of benthic aquatic macroinvertebrates in the Ahuriri River, New Zealand. NZ J Mar Freshw Res 29: 505–515.CrossRefGoogle Scholar
  33. McCall PJ, Gavit PD (1986) Aqueous photolysis of triclopyr and its butoxyethyl ester and calculated environmental photodecomposition rates. Environ Toxicol Chem 5: 879–885.CrossRefGoogle Scholar
  34. McCall PJ, Laskowski DA, Jeffries TK (1976) Degradation of ‘4C-triclopyr in sterile and non-sterile soil. GH-C 960. Dow Chemical Company, Midland, MI.Google Scholar
  35. McCall PJ, Laskowski DA, Bidlack HD (1988) Simulation of the aquatic fate of triclopyr butoxyethyl ester and its predicted effects on Coho salmon. Environ Toxicol Chem 7: 517–527.CrossRefGoogle Scholar
  36. Newton M., Roberts F, Allen A, Kelpass B, White D, Boyd P (1990) Deposition and dissipation of three herbicides in foliage, litter and soil of brush fields of southwest Oregon. J Agric Food Chem 38: 574–583.CrossRefGoogle Scholar
  37. Norris LA, Montgomery ML, Warren LE (1987) Triclopyr persistence in western Oregon hill pastures. Bull Environ Contam Toxicol 39: 134–141.PubMedCrossRefGoogle Scholar
  38. Petty DG, Gardner RC (1993) Right-of-way terrestrial dissipation study of triclopyr in North Carolina. GH-C 3123. DowElanco, Indianapolis, IN.Google Scholar
  39. Poletika NN, Phillips AM (1996) Field dissipation of triclopyr in southern U.S. rice culture. CH-C 3894. DowElanco, Indianapolis, IN.Google Scholar
  40. Racke KD (1993) Environmental fate of chlorpyrifos. Rev Environ Contam Toxicol 131: 1–150.PubMedCrossRefGoogle Scholar
  41. Racke KD, Lubinski RN (1992) Sorption of 3,5,6-trichloro-2-pyridinol in four soils. GH-C 2821. DowElanco, Indianapolis, IN.Google Scholar
  42. Radosevich SR, Bayer DE (1979) Effect of temperature and photoperiod on triclopyr, picloram and 2,4,5-T translocation. Weed Sci 27: 22–27.Google Scholar
  43. Skurlatov YI, Zepp RL, Bagman GH (1983) Photolysis rates of (2,4,5-trichlorophenoxy) acetic acid and 4-amino-3,5,6-trichloropicolinic acid in natural waters. J Agric Food Chem 31: 1065–1071.CrossRefGoogle Scholar
  44. Solomon KR, Bowhey CS, Liber K, Stephenson GR (1988) Persistence of hexazinone (Velpar), triclopyr (Garton), and 2,4-D in a northern Ontario aquatic environment. J Agric Food Chem 36: 1314–1318.CrossRefGoogle Scholar
  45. Stephenson GR, Solomon KR, Bowhey CS, Liber K (1990) Persistence, leachability, and lateral movement of triclopyr ( Garton) in selected Canadian forestry soils. J Agric Food Chem 38: 584–588.Google Scholar
  46. Szeto SY (1993) Determination of kinetics of hydrolysis by high-pressure liquid chromatography: application to hydrolysis of the ethylene glycol butyl ether ester of triclopyr. J Agric Food Chem 41: 1118–1121.CrossRefGoogle Scholar
  47. Thompson DG, Staznik B, Fontaine DD, Mackay T, Oliver GR, Troth J (1991) Fate of triclopyr ester ( Release) in a boreal forest stream. Environ Toxicol Chem 10: 619–632.Google Scholar
  48. Thompson DG, Kreutzweiser DP, Capell SS, Thomas DR, Staznik B, Viinikka T (1995) Fate and effects of triclopyr ester in a first-order forest stream. Environ Contam Toxicol 14: 1307–1317.Google Scholar
  49. Wan MT (1987) The persistence of triclopyr and its pyridinol metabolite in a coastal British Columbia stream. Environmental Protection Regional Program Report 86–24. Environment Canada, West Vancouver, BC.Google Scholar
  50. Warren RL, Weber JB (1994) Evaluating pesticide movement in North Carolina soils. Soil Sci Soc North Carolina Proc 37: 23–35.Google Scholar
  51. Wauchope RD (1978) The pesticide content of surface water draining from agricultural fields: a review. J Environ Qual 7: 459–472.CrossRefGoogle Scholar
  52. Wauchope RD, Butler TM, Hornsby AG, Augustine-Beckers PWM (1992) The SCS/ ARS/CES pesticide properties data base for environmental decision making. Rev Environ Contam Toxicol 123: 1–155.PubMedCrossRefGoogle Scholar
  53. Weber JB (1995) Section II: Safety. Table on relative pesticide leaching potential (PLP) indices and ratings for 100 commonly used pesticides. In: North Carolina Agricultural Chemicals Manual. College of Agriculture and Life Sciences, NC State University, Raleigh, NC, pp 30–32.Google Scholar
  54. Whisenant SG, McArthur ED (1989) Triclopyr persistence in northern Idaho forest vegetation. Bull Environ Contam Toxicol 42: 660–665.PubMedCrossRefGoogle Scholar
  55. Wilcock RJ, Costley KJ, Cowles RJ, Wilson B, Southgate P (1991) Stream run-off losses and soil and grass residues of triclopyr applied to hillside gorse. N Z J Agric Res 34: 351–357.CrossRefGoogle Scholar
  56. Wolt JD (1998) Ground and surface water exposure assessment for triclopyr. GH-C 4350. DowElanco, Indianapolis, IN.Google Scholar
  57. Wolt JD, Morgan RW, Woodburn KB (1991) Field dissipation of triclopyr in an Eastern Canadian soil following application of Garlon 4 herbicide. GH-C 2672. DowElanco, Indianapolis, IN.Google Scholar
  58. Woodburn KB, Fontaine DD, Richards JF (1988) A soil adsorption/desorption study of triclopyr. GH-C 2107. DowElanco, Indianapolis, IN.Google Scholar
  59. Woodburn KB, Fontaine DD, Bjerke EL (1989) Photolysis of picloram in dilute aqueous solution. Environ Toxicol Chem 8: 769–775.CrossRefGoogle Scholar
  60. Woodburn KB, Batzer FR, White FH, Schultz MR (1993a) The aqueous photolysis of triclopyr. Environ Toxicol Chem 12: 43–55.CrossRefGoogle Scholar
  61. Woodburn KB, Green WR, Westerdahl HE (1993b) Aquatic dissipation of triclopyr in Lake Seminole, Georgia. J Agric Food Chem 41: 2172–2177.Google Scholar
  62. Zepp RL, Cline DM (1977) Rates of direct photolysis in aquatic environment. Environ Sci Technol 11: 359–366.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2002

Authors and Affiliations

  • Allan J. Cessna
    • 1
    • 2
  • Raj Grover
    • 3
  • Don T. Waite
    • 4
  1. 1.Research CentreAgriculture and Agri-Food CanadaLethbridgeCanada
  2. 2.National Water Research InstituteSaskatoonCanada
  3. 3.Research StationAgriculture and Agri-Food CanadaReginaCanada
  4. 4.Environment CanadaReginaCanada

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