4133. Flufenoxuron

Nomenclature

CAS number: 101463-69-8
N-[[[4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl]amino]carbonyl]-2,6-difluorobenzamide; 1-[4-(2-chloro-α,α,α-trifluoro-p-tolyloxy)-2-fluorophenyl]-3-(2,6-difluorobenzoyl)urea; N-(2,6-difluorobenzoyl)-N′-(2-fluoro-4-[2-chloro-4-(trifluoromethyl)phenoxy]phenylurea); WL115110; DPX EY-059; Cascade (BASF).
C21H11ClF6N2O3; mol wt 488.77.
C 51.60%, H 2.27%, Cl 7.25%, F 23.32%, N 5.73%, O 9.82%.

Description and references

Acylurea insecticide which inhibits chitin synthesis. Prepn: M. Anderson, AU 8540924 (1985 to Shell); idem, US 4698365 (1987 to Du Pont). HPLC determn in grapes and wine: G. E. Miliadis et al., J. Chromatogr. A 835, 113 (1999). Metabolism in caterpillars: B. S. Clarke, P. J. Jewess, Pestic. Sci. 28, 357 (1990). Inhibition of chitin synthesis: eidem, ibid. 377. Field trial against German cockroach: B. L. Reid et al., J. Econ. Entomol. 48, 1194 (1992). Review of physical properties and field trials: M. Anderson et al., Proc. Br. Crop Prot. Conf. - Pests Dis. 1986, 89-96.

Chemical structure

Properties

Colorless, odorless, crystals, mp 169-172° (dec). Soly (g/l) at 25°: water 4 × 106, acetone 82, xylene 6, dichloromethane 24. LD50 in rats (mg/kg): >3000 orally; >2000 percutaneously (Anderson).

Use

Insecticide; acaricide.