Picloram

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Picloram
Skeletal formula
Picloram molecule
Names
IUPAC name
4-Amino-3,5,6-trichloro-2-pyridinecarboxylic acid
Other names
Picloram
Tordon
Grazon
Identifiers
1918-02-1 YesY
Abbreviations ATCP
ChEMBL ChEMBL461349 YesY
ChemSpider 15170 YesY
Jmol 3D model Interactive image
KEGG C14310 YesY
PubChem 15965
  • InChI=1S/C6H3Cl3N2O2/c7-1-3(10)2(8)5(9)11-4(1)6(12)13/h(H2,10,11)(H,12,13) YesY
    Key: NQQVFXUMIDALNH-UHFFFAOYSA-N YesY
  • InChI=1/C6H3Cl3N2O2/c7-1-3(10)2(8)5(9)11-4(1)6(12)13/h(H2,10,11)(H,12,13)
    Key: NQQVFXUMIDALNH-UHFFFAOYAR
  • ClC1=C(Cl)C(N)=C(Cl)C(C(O)=O)=N1
Properties
C6H3Cl3N2O2
Molar mass 241.45 g·mol−1
Appearance colorless to white crystalline solid[1]
Odor chlorine-like[1]
Melting point 218.5 °C (425.3 °F; 491.6 K) decomposes
0.04% (20°C)[1]
Vapor pressure 0.0000006 mmHg (35°C)[1]
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Picloram is a systemic herbicide used for general woody plant control. It also controls a wide range of broad-leaved weeds, but most grasses are resistant.[2] A chlorinated derivative of picolinic acid, picloram is in the pyridine family of herbicides.

Picloram can be sprayed on foliage, injected into plants, applied to cut surfaces, or placed at the base of the plant where it will leach to the roots. Once absorbed by the foliage, stem, or roots, picloram is transported throughout the plant.

Herbicides containing Picloram are sold under a variety of brand names. Dow Chemicals and now Dow AgroSciences sell herbicides containing it under the brand name Tordon.[3]

During the Vietnam War, a mixture of picloram and other herbicides were combined to make Agent White (commercially available as Tordon 101) and enhanced Agent Orange which was previously conducted by the British military during the Malayan Emergency. Large quantities of these herbicides were sprayed by U.S. forces in areas where its long-term persistence was desirable, such as inland forests.[4]

Safety

Picloram is of moderate toxicity to the eyes and only mildly toxic on the skin.[2] There is no documented history of human intoxication by picloram so symptoms of acute exposure are difficult to characterize.

Picloram is the most persistent of its family of herbicides.[5] It does not adhere to soil and so may leach to groundwater, and has in fact been detected there. It is degraded in soil and water mainly by microbes. Picloram has very little tendency to accumulate in aquatic life.

Gardeners who use dung as fertilizer should check to make certain that the animal source has not grazed on picloram treated hay, as the dung still has broadleaf killing potency.[6]

In regards to occupational exposures, the Occupational Safety and Health Administration has established a permissible exposure limit of 15 mg/m3 total exposure and 5 mg/m3 for respiratory exposure, over an eight-hour workshift.[7]

References

  1. 1.0 1.1 1.2 1.3 Cite error: Invalid <ref> tag; no text was provided for refs named PGCH
  2. 2.0 2.1 Picloram Pesticide Information Profile, Pesticide Management Education Program, Cornell University.
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Lua error in package.lua at line 80: module 'strict' not found.
  5. Consumer Factsheet on: PICLORAM, U.S. Environmental Protection Agency
  6. Use Caution When Harvesting and Feeding Ditch Hay, U. Minnesota Extension
  7. NIOSH Pocket Guide to Chemical Hazards, Centers for Disease Control and Prevention

External Links

  • Picloram in the Pesticide Properties DataBase (PPDB)