Tebuconazole

Tebuconazole Basic information
Description References
Product Name:Tebuconazole
Synonyms:fenetrazole;preventola8;(±)α-(2-(4-chlorophenyl)ethyl)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethan-ol;Tebuconazol, >=97%;1,2,4-Triazole-1-ethanol;Tebuconazol Solution, 100ppm;3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol;(+/-)-alpha-(2-(4-chlorophenyl)ethyl)-alpha-(1,1-dimethylethyl)-1H-1,2,4-triazol-1-ethanol
CAS:107534-96-3
MF:C16H22ClN3O
MW:307.82
EINECS:403-640-2
Product Categories:Pesticide intermediates;Pesticides intermediate;Pesticide;FUNGICIDE;Aromatics;Heterocycles;Inhibitors
Mol File:107534-96-3.mol
Tebuconazole Structure
Tebuconazole Chemical Properties
Melting point 102-105°C
Boiling point 476.9±55.0 °C(Predicted)
density 1.25
vapor pressure 1.7 x l0-6 Pa (20 °C)
refractive index 1.5800 (estimate)
Fp 100 °C
storage temp. Sealed in dry,2-8°C
solubility Chloroform: Slightly Soluble; Methanol: Slightly Soluble
pka13.70±0.29(Predicted)
form neat
color White to Almost white
Water Solubility 32 mg/L at 20 ºC
Merck 14,9092
InChIKeyPXMNMQRDXWABCY-UHFFFAOYSA-N
LogP3.700
CAS DataBase Reference107534-96-3(CAS DataBase Reference)
NIST Chemistry ReferenceTebuconazole(107534-96-3)
EPA Substance Registry SystemTebuconazole (107534-96-3)
Safety Information
Hazard Codes Xn;N,N,Xn
Risk Statements 22-51/53-63
Safety Statements 2-22-36/37-61
RIDADR UN 3077 9/PG 3
WGK Germany 3
RTECS XZ4803270
HazardClass 9
PackingGroup III
HS Code 29339900
Hazardous Substances Data107534-96-3(Hazardous Substances Data)
Toxicitybird – domestic,LD50,oral,> 1gm/kg (1000mg/kg),Pesticide Manual. Vol. 9, Pg. 785, 1991.
MSDS Information
Tebuconazole Usage And Synthesis
DescriptionTebuconazole is a trazole fungicide. It is taken up by plants and transported within tissues. It is used as a seed dressing, which works effectively against various smut and bunt diseases of cereals. As foliar spray tebuconazole controls numerous phathogens such as rust species, powdery mildew, and scale in various crops. It is also used to control pests including yellow leaf spot, black spot, net blotch, and Scelerotinia rot.
Tebuconazole can be applied to control above mentioned diseases on cereals (including wheat, barley, oat, rye), grapes, peanuts, vegetables (onions and peas), bananas, sugarcane.
References[1] http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/610.htm
[2] Pesticide residues in food – 1994 Report sponsored jointly by FAQ and WHO
[3] https://www.efsa.europa.eu/en/efsajournal/pub/3485
Chemical PropertiesWhite Solid
UsesFungicide.
UsesErgosterol biosynthesis inhibitor. Fungicide.
UsesA triazole fungicide showing potential carcinogenicity
UsesTebuconazole used as a seed dressing is effective against various smut and bunt diseases of cereals. Used as a spray it controls numerous pathogens in various crops: rust species, powdery mildew, Rhyncosporum secalis, Sqtoria spp., Pyrenophora spp., Fusarium spp. in cereals, Mycosphaerella spp. in bananas, Pucciniu spp. and Sclerufium roIfsii in peanuts.
DefinitionChEBI: 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol is a tertiary alcohol that is pentan-3-ol substituted by a 4-chlorophenyl, methyl, methyl, and a 1H-1,2,4-triazol-1-ylmethyl at positions 1, 4, 4 and 3 respectively. It is a member of monochlorobenzenes, a member of triazoles and a tertiary alcohol.
Agricultural UsesFungicide, Plant growth regulator: Used as a seed treatment against smuts and bunts of cereals; as a foliar spray against diseases of cereal, peanuts, oilseed rape, grapes, bananas, stone fruit, and pome fruit. Registered for use in EU countries. Registered for use in the U.S.
Trade nameBAY®-HWG 1608; BAYER®-HWG-1608 CORAIL®; ELITE®; FOLICUR®; FOLITRAZOLE®; GAUCHO®; HORIZON®; HWG 1608®; LYNX-1.2®; PREVENTOL® RAXIL (tebuconazole + metalaxyl); SILVACUR®; TEBUJECT®; WOLMAN®; WOODLIFE®
Metabolic pathwayTebuconazole is degraded in soils and does not accumulate. In plants the metabolites were mainly compounds containing triazole, and in mammals tebuconazole was rapidly metabolised and excreted in urine and faeces.
DegradationTebuconazole is stable to elevated temperatures. Under sterile conditions it is stable to hydrolysis in water. It is hydrolysed slowly with a DTS0 of >1 year.
Only two products were formed by irradiation of a suspension of tebuconazole in water with UV light (>280 nm). These were the hydrochloride (3) and 1,2,4-triazole (2). The expected product in which chlorine was replaced by hydroxyl could not be isolated. In organic solvents a number of products were formed. Several products (3, 4, 5, 6, 7, 8, 9, 12, 13, 14) were isolated from benzene after 72 hours irradiation (>280 nm). In a number of cases products isolated from photolysis in benzene were formed by reactions in which the solvent participated and involved addition of a benzene molecule (4, 9, 5, 6). On irradiation in methylene chloride and methanol, 4-chloracetophenone (10) and acetophenone (11) were also identified in addition to starting material and 1,2,4-triazole (Wamhoff et al., 1994).
Tebuconazole Preparation Products And Raw materials
Raw materialsPinacolone–>Tebuconazole
Preparation ProductsSeed coating

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