Tebuconazole

Base Information

• Chemical Name: Tebuconazole
• CAS No.: 107534-96-3
• Deprecated CAS: 80443-41-0
• Molecular Formula: C16H22ClN3O
• Molecular Weight: 307.823
• Hs Code.: 29339900
• European Community (EC) Number: 403-640-2,600-834-0
• UNII: 401ATW8TRW
• DSSTox Substance ID: DTXSID9032113
• Nikkaji Number: J1.629.792E
• Wikipedia: Tebuconazole
• Wikidata: Q2697579
• ChEMBL ID: CHEMBL487186
• Mol file: 107534-96-3.mol

Synonyms:(RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1- ylmethyl)pentan-3-ol;1H-1,2,4-triazole-1-ethanol, alpha-(2-(4- chlorophenyl)ethyl)-alpha-(1,1-dimethylethyl)-;alpha-(2-(4-chlorophenyl)ethyl)-alpha-(1,1-dimethylethyl)- 1H-1,2,4-triazole-1-ethanol;Folicur;tebuconazole

Chemical Property of Tebuconazole

Chemical Property:

• Appearance/Colour: Powder
• Vapor Pressure: 7.6E-10mmHg at 25°C
• Melting Point: 102-105 °C
• Refractive Index: 1.564
• Boiling Point: 476.9 °C at 760 mmHg
• PKA: 13.70±0.29(Predicted)
• Flash Point: 242.2 °C
• PSA: 50.94000
• Density: 1.14 g/cm³
• LogP: 3.34150
• Storage Temp.: 0-6°C
• Water Solubility.: 32 mg/L at 20 ºC
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 307.1451400
• Heavy Atom Count: 21
• Complexity: 326

Purity/Quality:

99% ^*data from raw suppliers

Tebuconazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn;N,N,Xn
• Statements: 22-51/53-63
• Safety Statements: 2-22-36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Fungicides
• Canonical SMILES: CC(C)(C)C(CCC1=CC=C(C=C1)Cl)(CN2C=NC=N2)O
• Description: Tebuconazole 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.
• Uses: A triazole fungicide showing potential carcinogenicity Fungicide. Tebuconazole 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. Ergosterol biosynthesis inhibitor. Fungicide.

Technology Process of Tebuconazole

There total 18 articles about Tebuconazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.5%

tebuconazole (97821-63-1) → tebuconazole (107534-96-3)

Guidance literature:

With 3-(bromomethyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol; potassium hydroxide; In N,N-dimethyl-formamide; at 150 ℃; for 4h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 95.6%

1,2,4-Triazole (288-88-0) + 2-[2-(4-chlorophenyl)ethyl]-2-(1,1-dimethylethyl)ethylene oxide (80443-63-6) → tebuconazole (107534-96-3)

Guidance literature:

With 18-crown-6 ether; potassium hydroxide; at 108 - 128 ℃; for 15h; Temperature; Reagent/catalyst;

Reference yield: 95.4%

→ tebuconazole (107534-96-3)

Guidance literature:

upstream raw materials:

sodium triazole

Methanesulfonic acid (R)-2-[2-(4-chloro-phenyl)-ethyl]-2-hydroxy-3,3-dimethyl-butyl ester

Methanesulfonic acid (S)-2-[2-(4-chloro-phenyl)-ethyl]-2-hydroxy-3,3-dimethyl-butyl ester

1-(2-bromoethyl)-4-chlorobenzene

Downstream raw materials:

1-tert-butyl-3-(p-chlorophenyl)-1-(1H-1, 2,4-triazol-1-ylmethyl)propyl diphenylborinate

(R)-1-p-chlorophenyl-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol

(S)-1-p-chlorophenyl-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol

Refernces

• 1、 Gong, Bolin,Guo, Siyu,Zhang, Ning. "Preparation of a novel bridged bis(β-cyclodextrin) chiral stationary phase by thiol-ene click chemistry for enhanced enantioseparation in HPLC". . p. 35754 - 35764. Retrieved 2021/12/02.
• 2、 -. "Method for reducing 1,3,4-triazole substituent in 1,2,4-triazole alkylation reaction process". Paragraph 0023-0026. . Retrieved 2019/12/25.