9316. Thifensulfuron-methyl

Nomenclature

CAS number: 79277-27-3
3-[[[[(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]-2-thiophenecarboxylic acid methyl ester; methyl 3-(3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)ureidosulfonyl)thiophene-2-carboxylate; thiameturon-methyl; DPX-M6316; Pinnacle (DuPont); Harmony (DuPont).
C12H13N5O6S2; mol wt 387.39.
C 37.20%, H 3.38%, N 18.08%, O 24.78%, S 16.55%.

Description and references

Sulfonylurea herbicide for postemergence broadleaf weed control in food crops. Prepn: G. Levitt, EP 30142; idem, US 4481029 (1981, 1984 both to DuPont). Degradation in soil: H. M. Brown et al., J. Agric. Food Chem. 45, 955 (1997). HPLC determn in cotton seed: J. J. Stry et al., J. AOAC Int. 83, 651 (2000). Metabolism in soybeans: H. M. Brown et al., Pestic. Biochem. Physiol. 37, 303 (1990). Review of physical properties, mode of action and field trials: S. D. Sionis et al., Proc. Br. Crop Prot. Conf. - Weeds 1985, 49-54.

Chemical structure

Properties

White solid, mp 186°. pKa at 25°: 4.0. Soly in water at 25° (mg/l): 24 (pH 4); 260 (pH 5); 2400 (pH 6). Vapor pressure at 25°: 2.7 × 106 mmHg. Partition coefficient (octanol/water): 0.027.

Use

Herbicide.