3145. Diflufenzopyr

Nomenclature

CAS number: 109293-97-2
2-[1-[[[(3,5-Difluorophenyl)amino]carbonyl]hydrazono]ethyl]-3-pyridinecarboxylic acid; 2-[1-[4-(3,5-difluorophenyl)semicarbazono]ethyl]nicotinic acid; SAN-835H.
C15H12F2N4O3; mol wt 334.28.
C 53.90%, H 3.62%, F 11.37%, N 16.76%, O 14.36%.

Description and references

Auxin transport inhibitor. Prepn: R. J. Anderson, M. M. Leippe, JP Kokai 62 45570; eidem et al., US 5098466 (1987, 1992 both to Sandoz). Synergy with auxin type herbicides: R. G. Lym, K. M. Christianson, Proc. West. Soc. Weed Sci. 51, 59 (1998). Field trial of combination with dicamba in corn: P. H. Sikkema et al., Weed Technol. 13, 283 (1999). Review of physical properties, mode of action, and activity: S. Bowe et al., Brighton Crop Prot. Conf. - Weeds 1999, 35-40.

Chemical structure

Properties

Off-white solid, mp 155° (Bowe); also reported as 186° (Anderson). Soly in water: 63 mg/l. Vapor pressure at 20°: <1.3 × 10-5 Pa. Log P (octanol/water, pH 7): 0.3. LD50 in rats (mg/kg): >5000 orally; >5000 dermally; LC50 in rats (mg/l): 2.93 by inhalation; LC50 in rainbow trout, bluegill sunfish (mg/l): 106, 135 (Bowe).

Derivative

Mixture with dicamba.

Nomenclature

CAS number: 211050-90-7
BAS-662; SAN-1269H; Distinct (BASF).

Use

Herbicide.