13-03107. Diclobutrazol [Archived]

Nomenclature

CAS number: 75736-33-3
(αR,βR)-rel-β-[(2,4-Dichlorophenyl)methyl]-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol; 1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol; 1-t-butyl-2-(1,2,4-triazol-1-yl)-2-(2′,4′-dichlorobenzyl)ethanol; dichlobutrazol; PP-296; Vigil (Zeneca).
C15H19Cl2N3O; mol wt 328.24.
C 54.89%, H 5.83%, Cl 21.60%, N 12.80%, O 4.87%.

Description and references

Prepn: BE 857836; S. Balasubramanyan, M. C. Shephard, US 4243405 (1978, 1981 both to ICI). Activity, physical properties, and toxicity: K. J. Bent, A. M. Skidmore, Proc. Br. Crop Prot. Conf. - Pests Dis. 1979, 477. Fungicidal activity: B. Ram et al., Tests Agrochem. Cultiv. 3, 38 (1982). Regulation of plant growth: J. B. Shanks, Proc. Plant Growth Regul. Soc. Am. 9, 68 (1982). Mechanism of action: P. Gadher et al., Pestic. Biochem. Physiol. 19, 1 (1983); T. E. Wiggins, B. C. Baldwin, Pestic. Sci. 15, 206 (1984). Resolution of enantiomers by GC: R. S. Burden et al., J. Chromatogr. 391, 273 (1987).

Chemical structure

Properties

Odorless, colorless, crystalline solid, mp 147-149°. Vapor pressure at 20°: 1 × 108 to 2 × 108 mm Hg. Soly in water at 20°: 9 mg/l. Sol up to 50 g/l in methanol, ethanol, acetone, and chloroform. LD50 in rats (mg/kg): ≈4000 orally; >1000 dermally; in mallard ducks: >9000 orally (Bent, Skidmore).

Use

Agricultural fungicide.

Status

This monograph has been retired and is no longer subject to revision or update.