1532. Butralin

Nomenclature

CAS number: 33629-47-9
4-(1,1-Dimethylethyl)-N-(1-methylpropyl)-2,6-dinitrobenzenamine; N-sec-butyl-4-tert-butyl-2,6-dinitroaniline; dibutalin; Amchem 70-25; A-820; Amexine (CFPI); Tamex (CFPI).
C14H21N3O4; mol wt 295.33.
C 56.94%, H 7.17%, N 14.23%, O 21.67%.

Description and references

Pre-emergence herbicide. Prepn: J. J. Damiano, DE 2058201; idem, US 3672866 (1971, 1972 both to Amchem). Activity: S. R. McLane et al., Proc. South. Weed Sci. Soc. 24, 58 (1971). Soil persistence and metabolism: P. C. Kearney et al., J. Agric. Food Chem. 22, 856 (1974). Photochemistry: J. R. Plimmer, U. I. Klingebiel, ibid. 689.

Chemical structure

Properties

Yellow-orange crystals, mp 60-61°, bp0.5 134-136°. Vapor pressure at 25°: 1.3 × 10-5 mm Hg. Flash pt, open cup: 97°F (36°C). Soly in water at 25°: 1 mg/l. Soly at 25° (kg/kg): methanol 0.125; acetone 4.48; benzene 2.7; xylene 3.88; butanone 9.55; carbon tetrachloride 1.46. LD50 orally in rats: 2500 mg/kg (McLane).

Use

Herbicide.