9686. Trifluralin

Nomenclature

CAS number: 1582-09-8
2,6-Dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine; α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine; 2,6-dinitro-N,N-dipropyl-α,α,α-trifluoro-p-toluidine; 2,6-dinitro-N,N-dipropyl-4-trifluoromethylaniline; N,N-dipropyl-2,6-dinitro-4-trifluoromethylaniline; L-36352; Lilly 36352; Treflan (Dow AgroSci.); Tri-4 (BASF); Triflurex (Makhteshim-Agan).
C13H16F3N3O4; mol wt 335.28.
C 46.57%, H 4.81%, F 17.00%, N 12.53%, O 19.09%.

Description and references

Pre-emergence herbicide used for grass control in crops. Prepn: GB 917253 C.A. 59, 9889b (1963); Soper, US 3403180 (1963; 1968, both to Lilly). Photodecomposition: E. Leitis, D. G. Crosby, J. Agric. Food Chem. 22, 842 (1974). Soil degradation: T. Golab et al., ibid. 27, 163 (1979). Toxicity data: Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Carcinogenicity study: J. F. Robens, Vet. Hum. Toxicol. 22, 328 (1980). Review of toxicology: E. Ebert et al., Food Chem. Toxicol. 30, 1031-1044 (1992).

Chemical structure

Properties

Yellow crystals, mp 46-47°. bp4.2 139-140°. Slightly sol in water (0.0024 g/100 ml); freely sol in acetone, Stoddard solvent, xylene. LD50 orally in rats: 500 mg/kg (Goldenthal).

Use

Herbicide.