3719. Ethalfluralin

Nomenclature

CAS number: 55283-68-6
N-Ethyl-N-(2-methyl-2-propenyl)-2,6-dinitro-4-(trifluoromethyl)benzenamine; N-ethyl-N-α,α,α-trifluoro-N-(2-methylallyl)-2,6-dinitro-p-toluidine; N-ethyl-N-methallyl-4-trifluoromethyl-2,6-dinitroaniline; EL-161; Sonalan (Dow AgroSci.); Sonalen (Dow AgroSci.).
C13H14F3N3O4; mol wt 333.26.
C 46.85%, H 4.23%, F 17.10%, N 12.61%, O 19.20%.

Description and references

Selective, pre-emergent herbicide. Prepn: H. D. Porter, DE 2511897; idem, GB 1505249 (1975, 1978 both to Eli Lilly). Activity: G. Skylakakis et al., Proc. 12th Br. Weed Control Conf. 2, 795 (1974). Review of chemistry and analytical methods: E. W. Day, “Ethalfluralin” in Analytical Methods for Pesticides and Plant Growth Regulators Vol. 10, G. Zweig, J. Sherma, Eds. (Academic Press, New York, 1978) pp 341-352. Persistence in soil: B. J. Hayden, A. E. Smith, Bull. Environ. Contam. Toxicol. 25, 508 (1983).

Chemical structure

Properties

Yellow crystals from petr ether, mp 54-57°. Readily sol in acetone, acetonitrile, benzene, chloroform, hexane, methanol, xylene. Soly in water (25°): 0.3 ppm. uv max (methanol): 374, 267 nm. Vapor pressure (25°): 8.2 × 10-5 torr. LD50 in mice, rats (g/kg): >10 orally; LC50 in bluegill sunfish, rainbow trout, goldfish (ppb): 22, 37, 260 (Day).

Use

Pre-emergent herbicide.