9092. Tebuconazole

Nomenclature

CAS number: 107534-96-3
α-[2-(4-Chlorophenyl)ethyl]-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol; (RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol; ethyltrianol; fenetrazole; terbuconazole; terbutrazole; BAY HWG 1608; HWG-1608; Corail (Bayer CropSci.); Elite (Bayer CropSci.); Folicur (Bayer CropSci.); Horizon (Bayer CropSci.); Lynx (Bayer CropSci.); Raxil (Bayer CropSci.).
C16H22ClN3O; mol wt 307.82.
C 62.43%, H 7.20%, Cl 11.52%, N 13.65%, O 5.20%.

Description and references

Ergosterol biosynthesis inhibitor. Prepn: G. Holmwood et al., EP 40345; eidem, US 4723984 (1981, 1988 both to Bayer). Synthesis of enantiomers: J. Kaulen, Angew. Chem. Int. Ed. 28, 462 (1989). Photodegradation: H. Wamhoff et al., Z. Naturforsch. 49b, 280 (1994). GC determn in plant material, soil and water: W. Maasfeld, Pflanzenschutz-Nachr. Bayer (Engl. Ed.) 40, 29 (1987). Review of chemistry and biochemistry: D. Berg et al., ibid. 111-132. Series of articles on field trials: ibid. 42, 91-222 (1989); BCPC Monograph 57, 97-108 (1994).

Chemical structure

Properties

Colorless crystals, mp 104.7°. Vapor pressure (20°) <105 mbar. Soly (g/l at 20°): water 0.032, dichloromethane >200, n-hexane 2-5, 2-propanol, 100-200, toluene 50-100.

Use

Fungicide.