Products
TEBUCONAZOLE
Fungicide: triazole
NOMENCLATURE
Common name tebuconazole (BSI, draft E-ISO)
IUPAC name (RS)-1-p-chlorophenyl-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol
Chemical Abstracts name (-a-[2-(4-chlorophenyl)ethyl]-a-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol
Other names fenetrazole*; terbuconazole*; terbutrazole*; ethyltrianol* CAS
RN [107534-96-3] EEC no. ELINCS: 403-640-2 Development
codes HWG 1608 (Bayer)
PHYSICAL CHEMISTRY
Composition Racemate. Mol. wt. 307.8 M.f. C16H22ClN3O Form Colourless
crystals; (tech., colourless to light brown powder). M.p. 105 ºC V.p.
1.7 × 10-3 mPa (20 ºC) (OECD 104) KOW logP = 3.7 (20 °C) Henry 1 × 10-5
Pa m3 mol-1 (20 °C) S.g./density 1.25 (26 °C) Solubility In
water 36 mg/l (pH 5-9, 20 ºC). In dichloromethane >200, isopropanol,
toluene 50-100, hexane <0.1 (all in g/l, 20 ºC). Stability Stable
to elevated temperatures, and to photolysis and hydrolysis in pure water, under
sterile conditions; hydrolysis DT50 >1 y (pH 4-9, 22 °C). See also Environmental
Fate.
APPLICATIONS
Biochemistry Steroid demethylation (ergosterol biosynthesis)
inhibitor. Mode of action Systemic fungicide with protective,
curative, and eradicant action. Rapidly absorbed into the vegetative parts of
the plant, with translocation principally acropetally. Uses As
a seed dressing, tebuconazole is effective against various smut
and bunt diseases of cereals such as Tilletia spp., Ustilago spp., and Urocystis
spp., also against Septoria nodorum (seed-borne), at 1-3 g/dt seed; and Sphacelotheca
reiliana in maize, at 7.5 g/dt seed. As a spray, tebuconazole
controls numerous pathogens in various crops including: rust species (Puccinia
spp.) at 125-250 g/ha, powdery mildew (Erysiphe graminis) at 200-250 g/ha, scald
(Rhynchosporium secalis) at 200-312 g/ha, Septoria spp. at 200-250 g/ha, Pyrenophora
spp. at 200-312 g/ha, Cochliobolus sativus at 150-200 g/ha, and head scab (Fusarium
spp.) at 188-250 g/ha, in cereals; leaf spots (Mycosphaerella spp.) at 125-250
g/ha, leaf rust (Puccinia arachidis) at 125 g/ha, and Sclerotium rolfsii at 200-250
g/ha, in peanuts; black leaf streak (Mycosphaerella fijiensis) at 100 g/ha, in
bananas; stem rot (Sclerotinia sclerotiorum) at 250-375 g/ha, Alternaria spp.
at 150-250 g/ha, stem canker (Leptosphaeria maculans) at 250 g/ha, and Pyrenopeziza
brassicae at 125-250 g/ha, in oilseed rape; blister blight (Exobasidium vexans)
at 25 g/ha, in tea Phytotoxicity Good plant compatibility
in most crops with any formulation, and achieved in more sensitive crops by appropriate
formulations, e.g. WP, WG or SC. Formulation types DS;
EC; ES; EW; FS; GF; SC; SE; WG; WP; WS'