396. Amicarbazone

Nomenclature

CAS number: 129909-90-6
4-Amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide; 4-amino-1-(N-t-butylcarbamoyl)-3-isopropyl-1,2,4-triazolin-5-one; 4-amino-N-tert-butyl-3-isopropyl-5-oxo-Δ2-1,2,4-triazoline-1-carboxamide; BAY-314666; BAY MKH 3586; Dinamic (Arvesta).
C10H19N5O2; mol wt 241.29.
C 49.78%, H 7.94%, N 29.02%, O 13.26%.

Description and references

Triazolinone herbicide for use in food crops. Prepn: K.-H. Müller et al., DE 3839206; M. Lindig et al., US 5194085 (1990, 1993 both to Bayer). Comprehensive description: B. D. Philbrook et al., Brighton Crop Prot. Conf. - Weeds 1999, 29-34.

Chemical structure

Properties

Colorless crystals, mp 137.5°. d 1.12. Vapor pressure (Pa): 1.3 × 106 (20°); 3.0 × 106 (25°). Log P (octanol/water): 1.18 (pH 4); 1.23 (pH 7); 1.23 (pH 9). Soly in water (20°): 4.6 g/l (pH 4 - 9). LD50 in rats (mg/kg): 1015 orally; >2000 dermally. LC50 in rats (4 hr): 2.242 mg/l air. LC50 in bluegill sunfish, rainbow trout (96 hr): >129, >120 mg/l (Philbrook).

Use

Herbicide.