Tebuconazole

TECHNICAL --- FUNGICIDE: Tebuconazole

CAS No.: 107534-96-3
Content: 95%TC

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:
(?-α-[2-(4-chlorophenyl)ethyl]-α-(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

PHYSICAL CHEMISTRY
Composition: Racemate
Mol. wt.: 307.8
M.f.: C₁₆H₂₂ClN₃O
Form: Colourless crystals; (tech., colourless to light brown powder).
M.p.: 105 ็ฏŠ
V.p.: 1.710^-3 mPa (20 ็ฏŠ) (OECD 104)
KOW: logP = 3.7 (20 ็™ˆ)
Henry: 110^-5 Pa m³ mol^-1 (20 ็™ˆ)
S.g./density: 1.25 (26 ็™ˆ)
Solubility: In water 36 mg/l (pH 5-9, 20 ็ฏŠ). In dichloromethane >200, isopropanol, toluene 50-100, hexane <0.1 (all in g/l, 20 ็ฏŠ)
Stability: Stable to elevated temperatures, and to photolysis and hydrolysis in pure water, under sterile conditions; hydrolysis DT₅₀ >1 y (pH 4-9, 22 ็™ˆ). 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; Phakopsora pachyrhizi at 100-150 g/ha, in soya beans; Monilinia spp. at 12.5-18.8 g/100 l, powdery mildew (Podosphaera leucotricha) at 10.0-12.5 g/100 l, Sphaerotheca pannosa at 12.5-18.8 g/100 l, scab (Venturia spp.) at 7.5-10.0 g/100 l, white rot in apples (Botryosphaeria dothidea) at 25 g/100 l, in pome and stone fruit; powdery mildew (Uncinula necator) at 100 g/ha, in grapevines; rust (Hemileia vastatrix) at 125-250 g/ha, berry spot disease (Cercospora coffeicola) at 188-250 g/ha, and American leaf disease (Mycena citricolor) at 125-188 g/ha, in coffee; white rot (Sclerotium cepivorum) at 250-375 g/ha, and purple blotch (Alternaria porri) at 125-250 g/ha, in bulb vegetables; leaf spot (Phaeoisariopsis griseola) at 250 g/ha, in beans; early blight (Alternaria solani) at 150-200 g/ha, in tomatoes and potatoes.
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.