9155. Terbacil

Nomenclature

CAS number: 5902-51-2
5-Chloro-3-(1,1-dimethylethyl)-6-methyl-2,4(1H,3H)-pyrimidinedione; 3-tert-butyl-5-chloro-6-methyluracil; Du Pont Herbicide 732; Sinbar (DuPont).
C9H13ClN2O2; mol wt 216.66.
C 49.89%, H 6.05%, Cl 16.36%, N 12.93%, O 14.77%.

Description and references

Prepn: Loux, US 3235357 (1966 to du Pont). Herbicidal activity and physical properties: G. D. Hill, Jr. et al., 2nd Symp. New Herbic. 1965, 313, C.A. 66, 18234b (1967). Metabolism and mode of action: Herholdt, Diss. Abstr. Int. B 30, 1978 (1969).

Chemical structure

Properties

Crystals, mp 175-177°. Soly in water at 25°: 710 ppm. Sol in DMF, dimethylacetamide, cyclohexanone; moderately sol in methyl isobutyl ketone, butyl acetate, xylene. Approx. LD orally in rats: >5000 mg/kg (Hill).

Use

Herbicide.