Title: Triadimenol
CAS Registry Number: 55219-65-3
CAS Name: b-(4-Chlorophenoxy)-a-(1,1-dimethylethyl)-1
H-1,2,4-triazole-1-ethanol
Synonyms: 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1
H-1,2,4-triazol-1-yl)butan-2-ol
Manufacturers' Codes: BAY KWG 0519
Trademarks: Bayfidan (Bayer); Baytan (Bayer); Spinnaker (Shell); Summit (Mobay)
Molecular Formula: C14H18ClN3O2
Molecular Weight: 295.76
Percent Composition: C 56.85%, H 6.13%, Cl 11.99%, N 14.21%, O 10.82%
Literature References: Agricultural fungicide systemically active against powdery mildews and rusts of grains. Commercial product is mixture of 2 diastereoisomers. Prepn:
BE 814831; W. Kramer
et al., US 3952002 (1974, 1976 both to Bayer AG). Comprehensive description: P. E. Frohberger,
Pflanzenschutz-Nachr. 31, 11 (1978). Field trials in cereal diseases: J. Tr?gner-Born, T. van den Boom,
ibid. 25. Inhibits fungal ergosterol biosynthesis: H. Buchenauer,
Pestic. Sci. 9, 507 (1978). Active fungal metabolite of triadimefon,
q.v.: M. Gasztonyi,
ibid. 12, 433 (1981). GC separation of enantiomers: T. Clark, A. H. B. Deas,
J. Chromatogr. 329, 181 (1985).
Properties: Crystals, mp 112-117°. Slight, non-specific odor. Soly in water at 20°: 0.012 g/100 g. Soluble in alcohol, ketones. LD50 in male, female rats (mg/kg): 1161, 1105 orally; >5000 dermally, 24-hr; LD50 in quail: >10000 mg/kg (Frohberger).
Melting point: mp 112-117°
Toxicity data: LD50 in male, female rats (mg/kg): 1161, 1105 orally; >5000 dermally, 24-hr; LD50 in quail: >10000 mg/kg (Frohberger)
Use: Systemic agricultural fungicide; cereal seed protectant.