Isoxazol
Isooxazole · Isoxazol · ISOXAZOLE · Isoxazolec · 1,2-Oxazole · Isoxazole>Isoxazole 99% · Isoxazole,99% · ISOXAZOLE 98+%
Identifikatoren & physikalische Daten
| CAS No. | 288-14-2 |
|---|---|
| Summenformel | C3H3NO |
| Durchschnittliche Molmasse | 69,06 g/mol |
| Monoisotopische Masse | 69,02146372 g/mol |
| SMILES | c1cnoc1 |
| InChIKey | CTAPFRYPJLPFDF-UHFFFAOYSA-N |
| PubChem CID | 9254 |
| ChEMBL | CHEMBL13257 |
| ChEBI | CHEBI:35595 |
| EC No. | 206-018-7 |
| DTXSID | DTXSID7059775 |
| Lokaler Name | Isoxazol |
Chemische & physikalische Eigenschaften
| XLogP | 0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 26 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 30 |
| Dampfdruck | 45.5 [mmHg] |
| Physical Description | Clear light brown liquid[Sigma-Aldrich MSDS] |
| Kovats Retention Index | 590 |
| Schmelzpunkt | -67.1°C |
| Siedepunkt | 93-95 °C(lit.) |
| Dichte | 1.078 g/mL at 25 °C(lit.) |
| Dampfdichte | 2.4 (vs air) |
| Brechungsindex | n20/D 1.427(lit.) |
| Flammpunkt | 48 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | 167g/l |
| pKa (Säurekonstante) | -2.0(at 25℃) |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Light yellow |
| BRN | 103773 |
| Henry-Konstante | 4.0×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| InChI | 1S/C3H3NO/c1-2-4-5-3-1/h1-3H |
| InChIKey | CTAPFRYPJLPFDF-UHFFFAOYSA-N |
| SMILES | c1cnoc1 |
| CAS Datenbank | 288-14-2(CAS DataBase Reference) |
| NIST chemische Informationen | Isoxazole(288-14-2) |
| EPA chemische Informationen | Isoxazole (288-14-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]H314 (69.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H318 (68.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation]P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 151 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Isoxazole: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | See 3-Amino-5-methylisoxazole. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%)Skin Corr. 1B (69.5%)Eye Dam. 1 (68.9%) |
| F | 10 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1993 3/PG 2 |
| Zollcode | 29349990 |
| R-Sätze (R) | 11 |
| Gefahrensymbole | F,Xi |
| hazard_note | Highly Flammable |
| Sicherheitshinweise (S) | 16-23/33-33-29-7/9 |
| Gefahrenklasse |
Anwendungen & Verwendung
Beschreibung
Isoxazole, an important class of heterocycles, is a five membered heterocyclic compound that exhibits various pharmacological actions. It is present in some natural products such as ibotenic acid and is also used as a foundation for several drugs such as the COX-2 inhibitor valdecoxib and anti-inflammatory drugs. Isoxazoles are largely applied in the area of pharmaceuticals and therapeutics, including insecticidal, antibacterial, antibiotic, antitumour, antifungal, antituberculosis, anticancer and ulcerogenic. Besides, it has a great effect on reducing blood glucose, eliminating pain, resisting inflammation, killing harmful bacteria, controlling and reducing the risk of HIV.
Verwenden
Natural insecticide.
Herstellung & Synthese
synthetische
Isoxazoles can be synthesized by various methods, such as the 1,3-dipolar cycloaddition reaction of nitrile oxides with alkynes, the reaction of hydroxylamine with 1,3-diketones or propiolic acid derivatives, etc.www.organic-chemistry.org