7806. Propaquizafop

Nomenclature

CAS number: 111479-05-1
(R)-2-[4-[(6-Chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid 2-[[(1-methylethylidene)amino]oxy]ethyl ester; 2-isopropylideneaminooxyethyl (R)-2-[4-(6-chloroquinoxalin-2-yloxy)phenoxy]propionate; Ro-17-3664; Prilan (IPESA).
C22H22ClN3O5; mol wt 443.88.
C 59.53%, H 5.00%, Cl 7.99%, N 9.47%, O 18.02%.

Description and references

Post-emergence graminicide for use in broadleaf crops. Prepn: G. Frater et al., US 4687849 (1987 to Hoffmann-La Roche); R. Klaus et al., ACS Symp. Ser. 443, 226-235 (1991). Comprehensive description: P. F. Bocion et al., Proc. Br. Crop Prot. Conf. - Weeds 1987, 55-62. Review of comparative field trials: J. D. A. Wevers, Meded. Fac. Landbouwwet. Rijksuniv. Gent 56, 611-615 (1991).

Chemical structure

Properties

Crystals from ether/hexane, mp 62-64°. [α]D20 +29.7° (c = 0.93% in chloroform). d20 1.29. Vapor pressure (20°): 1.3 × 10-8 Pa. Log P (n-octanol/water at pH 7): 3.5. Soly in water (25°): 2 ppm (pH 7). LD50 in rats (mg/kg): >5000 orally; >2000 dermally (Bocion).

Use

Herbicide.