Introduction：Basic information about Azaconazole CAS 60207-31-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Azaconazole Basic information
| Product Name: | Azaconazole |
| Synonyms: | AZOCONAZOLE;1-[[2-(2,4-Dichlorophenyl)-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole;SAFETRAY SL;RODEWOD;4-triazole,1-((2-(2,4-dichlorophenyl)-1,3-dioxolan-2-yl)methyl)-1h-2;azoconozole;madurox;AZACONAZOLE |
| CAS: | 60207-31-0 |
| MF: | C12H11Cl2N3O2 |
| MW: | 300.14 |
| EINECS: | 262-102-3 |
| Product Categories: | |
| Mol File: | 60207-31-0.mol |
|
Azaconazole Chemical Properties
| Melting point | 109.9° |
| Boiling point | 460.7±55.0 °C(Predicted) |
| density | 1.51±0.1 g/cm3(Predicted) |
| vapor pressure | 8.6 x l0-6 Pa (20 °C) |
| storage temp. | 0-6°C |
| Water Solubility | 300 mg l-1 (20 °C) |
| pka | 2.94±0.12(Predicted) |
| Major Application | agriculture
environmental |
| InChI | 1S/C12H11Cl2N3O2/c13-9-1-2-10(11(14)5-9)12(18-3-4-19-12)6-17-8-15-7-16-17/h1-2,5,7-8H,3-4,6H2 |
| InChIKey | AKNQMEBLVAMSNZ-UHFFFAOYSA-N |
| SMILES | Clc1ccc(c(Cl)c1)C3(Cn2cncn2)OCCO3 |
| CAS DataBase Reference | 60207-31-0(CAS DataBase Reference) |
| EPA Substance Registry System | Azaconazole (60207-31-0) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 22 |
| Safety Statements | 46 |
| WGK Germany | 1 |
| RTECS | XZ4605000 |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
Azaconazole Usage And Synthesis
| Originator | Azaconazole,Chemical |
| Uses | Fungicide for cultivation on wood; preservative for composite wood products. |
| Uses | Azaconazole is particularly active against wood-destroying andsapstain fungi. It is also used as a disinfectant in mushroom cultivationand on storage boxes for fruit and vegetables. |
| Definition | ChEBI: A member of the class of dioxolanes that is 1,3-dioxolane substituted at position 2 by 2,4-dichlorophenyl and 1,2,4-triazol-1-ylmethyl groups. A fungicide used mainly in ornamental crops to control canker and other diseases. Azaconazole is moderately toxicto mammals but is not expected to bioaccumulate. It is moderately toxic to birds, fish and aquatic invertebrates. |
| Manufacturing Process | A stirred and cooled (0°C) solution of 1-(2,4-diaminophenyl)-1-ethanone in aconcentrated hydrochloric acid solution, water and acetic acid was diazotatedwith a solution of sodium nitrite in water. After stirring at 0°C, the whole waspoured onto a solution of copper (I) chloride in a concentrated hydrochloricacid solution while stirring. The mixture was heated at 60°C. After cooling toroom temperature, the product was extracted twice with 2,2'-oxybispropane.The combined extracts were washed successively with water, a diluted sodiumhydroxide solution and again twice with water, dried, filtered and evaporated,yielding 1-(2,4-dichlorophenyl)-1-ethanone.
1-(2,4-Dichlorophenyl)-1-ethanon were dissolved in 1,2-ethanediol at heating.While stirring bromine were added dropwise, without external heating. Afterstirring at room temperature, 4-methylbenzenesulfonic acid and benzene wereadded. The whole was stirred and refluxed overnight with water-separator.The reaction mixture was evaporated and the residue was taken up in 2,2'-oxybispropane. The resulting solution was washed successively once with adilute sodium hydroxide solution and 3 times with water, dried, filtered andevaporated. The residue was distilled, yielding 2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane.
6.9 parts of 1H-1,2,4-triazole in 150 parts of dimethylformamide were addedto a stirred solution of 2.3 parts of sodium in 120 parts of methanol. Themethanol was removed at normal pressure until the internal temperature of130°C was reached. Then, 25 parts of 2-(bromomethyl)-2-(2,4-dichlorophenyl)-1,3-dioxolane were added. The reaction-mixture was stirredand refluxed for 3 h. It was allowed to cool to room temperature and pouredonto water. The precipitated product was filtered off, yielding 12 parts of 1-[2-(2,4-dichlorophenyl)-1,3-dioxolan-2-yl-methyl]-1H-1,2,4-triazole, meltingpoint 109.9°C (crystallized from diisopropylether, activated charcoal). |
| Therapeutic Function | Antifungal |
| Metabolic pathway | Little published dormation is available on the metabolism ofazaconazole. |
| Degradation | Azaconazole is stable to light under normal storage conditions (but not inketonic solvents). It is stable at temperatures up to 220 °C. |
Azaconazole Preparation Products And Raw materials
| Raw materials | 1H-1,2,4-Triazole-3-carboxylic acid-->Sodium hydroxide-->Acetic acid-->Hydrochloric acid-->3-Amino-1,2,4-Triazole-->Sodium nitrite-->Sodium-->p-Toluenesulfonic acid |
