4205. Flurtamone

Nomenclature

CAS number: 96525-23-4
5-(Methylamino)-2-phenyl-4-[3-(trifluoromethyl)phenyl]-3(2H)-furanone; 5-methylamino-2-phenyl-4-(α,α,α-trifluoro-m-tolyl)furan-3(2H)-one; RE-40885; Baccara (Aventis).
C18H14F3NO2; mol wt 333.30.
C 64.86%, H 4.23%, F 17.10%, N 4.20%, O 9.60%.

Description and references

Bleaching herbicide; inhibits carotenoid biosynthesis. Prepn: C. E. Ward, DE 3422346; idem, US 4568376 (1984, 1986 both to Chevron). LC determn in soil: T. C. Mueller et al., J. Assoc. Off. Anal. Chem. 73, 298 (1990). Mode of action study: G. Sandmann et al., Plant Physiol. 94, 476 (1990). Persistence in soil: T. C. Mueller et al., Weed Sci. 38, 411 (1990). Crystal structure: G. Pèpe et al., Acta Crystallogr. C52, 1514 (1996). Review of physical properties, mode of action, and field trials: D. D. Rogers et al., Proc. Br. Crop Prot. Conf. - Weeds 1987, 69-75.

Chemical structure

Properties

Ivory powder, mp 152-155°; also reported as colorless monoclinic crystals. d 1.38 mg/m3. Soly in water at 20°: 35 mg/l; in ethanol at 25°: 9.92 g/g solvent. Sol in acetone, methanol, methylene chloride. Slightly sol in isopropanol. LD50 in rats (mg/kg): 500 orally; in rabbits (mg/kg): 500 dermally (Rogers).

Use

Herbicide.