Trifluralin

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Trifluralin[1]
File:Trifluralin structure.png
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 1582-09-8 YesY
PubChem 5569
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style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C13H16F3N3O4
Molar mass 335.28 g/mol
Appearance Yellow crystals
Melting point

46-47 °C

Boiling point

139-140 °C (@ 4.2 mmHg)

Solubility in water 0.0024 g/100 mL
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
LD50 500 mg/kg (rat, oral)
 YesY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Trifluralin is a commonly used pre-emergence herbicide. With about 14 million pounds used in the United States in 2001, it is one of the most widely used herbicides.[2] Trifluralin is generally applied to the soil to provide control of a variety of annual grass and broadleaf weed species. It inhibits root development by interrupting mitosis, and thus can control weeds as they germinate.[3]

Environmental Behavior

Trifluralin undergoes an extremely complex fate in the environment and is transiently transformed into many different products as it degrades, ultimately being incorporated into soil-bound residues or converted to carbon dioxide (mineralized). Among the more unusual behaviors of trifluralin is inactivation in wet soils. This has been linked to transformation of the herbicide by reduced soil minerals, which in turn had been previously reduced by soil microorganisms as electron acceptors in the absence of oxygen. This environmental process has been reported for many structurally related herbicides (dinitroanilines) as well as a variety of energetic compounds (explosives).[4]

References

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ja:トリフルラリン
  1. Merck Index, 11th Edition, 9598.
  2. 2000-2001 Pesticide Market Estimates, United States Environmental Protection Agency
  3. Grover, R., J.D. Wolt, A.J. Cessna, and H.B. Schiefer. 1997. Environmental fate of trifluralin. Reviews of Environmental Contamination and Toxicology 153: 65-90.
  4. Tor, J., C. Xu, J. M. Stucki, M. Wander, G. K. Sims. 2000. Trifluralin degradation under micro-biologically induced nitrate and Fe(III) reducing conditions. Env. Sci. Tech. 34:3148-3152.