4142. Flumiclorac

Nomenclature

CAS number: 87547-04-4
[2-Chloro-4-fluoro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)phenoxy]acetic acid; 2-chloro-4-fluoro-5-[(3,4,5,6-tetrahydro)phthalimido]phenoxyacetic acid; [2-chloro-5-(cyclohex-1-ene-1,2-dicarboximido)-4-fluorophenoxy]acetic acid.
C16H13ClFNO5; mol wt 353.73.
C 54.33%, H 3.70%, Cl 10.02%, F 5.37%, N 3.96%, O 22.62%.

Description and references

Postemergent herbicide for use in food crops. Prepn: E. Nagano et al., EP 83055; eidem, US 4770695 (1983, 1988 both to Sumitomo). Comprehensive description: K. Kamoshita et al., in Pest Management in Soybean, L. G. Copping et al., Eds. (Elsevier, London, 1992) pp 317-324.

Chemical structure

Derivative

Pentyl ester.

Nomenclature

CAS number: 87546-18-7
V-23031; S-23031; Resource (Valent).
C21H23ClFNO5; mol wt 423.86.
C 59.51%, H 5.47%, Cl 8.36%, F 4.48%, N 3.30%, O 18.87%.

Properties

mp 88.87-90.13°. Vapor pressure (22.4°): <1.0 × 107 mm Hg. d20 1.3316. Soly (25°): methanol 47.8 g/l; hexane 3.28 g/l; acetone 590 g/l; acetonitrile 589 g/l; water 0.189 mg/l. LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Kamoshita).

Use

Herbicide.