9095. Tebuthiuron

Nomenclature

CAS number: 34014-18-1
N-[5-(1,1-Dimethylethyl)-1,3,4-thiadiazol-2-yl]-N,N′-dimethylurea; 1-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea; EL-103; Graslan (Dow AgroSci.); Perflan (Dow AgroSci.); Spike (Dow AgroSci.).
C9H16N4OS; mol wt 228.31.
C 47.35%, H 7.06%, N 24.54%, O 7.01%, S 14.04%.

Description and references

Broad spectrum pre- and post-emergent herbicide. Prepn: GB 1266172 (1972 to Air Prod. Chem.); E. V. P. Tao, BE 799575; idem, US 3803164 (1973, 1974 both to Lilly); idem, Synth. Commun. 4, 249 (1974). Herbicidal activity: A. T. Perkins et al., Proc. South. Weed Sci. Soc. 30, 326 (1977). Toxicity study: G. C. Todd et al., Food Cosmet. Toxicol. 12, 461 (1974). Metabolism in animals: D. M. Morton, D. G. Hoffman, J. Toxicol. Environ. Health 1, 757 (1976). Determn by HPLC: J. H. Kennedy, J. Chromatogr. Sci. 15, 79 (1977); by GC: A. Loh et al., J. Agric. Food Chem. 26, 410 (1978). Field trial against woody shrubs: C. H. Herbel et al., J. Range Manage. 38, 391 (1985).

Chemical structure

Properties

mp 160-163°. Moderately sol in water (2500 ppm); sol in methanol (170,000 ppm) (company literature). LD50 in mice, rats, rabbits (mg/kg): 579, 644, 286 orally (Todd).

Use

Herbicide.