Trifluralin

Trifluralin
Names
Preferred IUPAC name
2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline
Other names
Treflan; α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.014.936
KEGG
UNII
  • InChI=1S/C13H16F3N3O4/c1-3-5-17(6-4-2)12-10(18(20)21)7-9(13(14,15)16)8-11(12)19(22)23/h7-8H,3-6H2,1-2H3 Y
    Key: ZSDSQXJSNMTJDA-UHFFFAOYSA-N Y
  • InChI=1/C13H16F3N3O4/c1-3-5-17(6-4-2)12-10(18(20)21)7-9(13(14,15)16)8-11(12)19(22)23/h7-8H,3-6H2,1-2H3
    Key: ZSDSQXJSNMTJDA-UHFFFAOYAB
  • [O-][N+](=O)c1cc(cc([N+]([O-])=O)c1N(CCC)CCC)C(F)(F)F
Properties
C13H16F3N3O4
Molar mass 335.283 g·mol−1
Appearance Yellow crystals
Density 1360 kg/m3
Melting point 46 to 47 °C (115 to 117 °F; 319 to 320 K)
Boiling point 139 to 140 °C (282 to 284 °F; 412 to 413 K) (at 4.2 mmHg)
0.0024 g/100 mL
Solubility in acetone >1000 g/L
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Toxic to aquatic life
Lethal dose or concentration (LD, LC):
>5000 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Trifluralin is a common pre-emergent selective herbicide, a dinitroaniline. With about 14 million pounds (6,400 t) used in the United States in 2001, and 3–7 million pounds (1,400–3,200 t) in 2012, it is one of the most widely used herbicides. Trifluralin is also used in Australia, New Zealand, Brazil and previously in the EU. Introduced in 1964, Trifluralin was the first organofluorine compound used as an agrochemical.

Trifluralin is generally applied to the soil to control annual grass and broadleaf weed species. It inhibits root development by interrupting mitosis and controls weeds as they germinate. Trifluralin moves very little inside the plant, remaining in the roots.