Methylphenoxyacetat
Methyl phenoxylate · Methyl phenoxyacetat · METHYL PHENOXYACETATE · PHENOXY METHYL ACETATE · MethylPhenoxyacetate>Methyl phenoxyacetate,99% · Phenoxyacetic acid methyl · Methyl（ethyl）phenoxyacetate · phenoxy-aceticacimethylester
Identifikatoren & physikalische Daten
| CAS No. | 2065-23-8 |
|---|---|
| Summenformel | C9H10O3 |
| Durchschnittliche Molmasse | 166,17 g/mol |
| Monoisotopische Masse | 166,06299418 g/mol |
| SMILES | COC(=O)COc1ccccc1 |
| InChIKey | BZCKRPHEZOHHBK-UHFFFAOYSA-N |
| PubChem CID | 16365 |
| EC No. | 218-176-4 |
| DTXSID | DTXSID2062161 |
| Lokaler Name | Methylphenoxyacetat |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 35,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 139 |
| SpringerMaterials Properties | Chemical shift |
| LogP (Verteilungskoeffizient) | 1.41 |
| Schmelzpunkt | 245 °C |
| Siedepunkt | 243 °C (lit.) |
| Dichte | 1.149 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.514(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Light orange to Yellow |
| Wichte | 1.149 |
| InChI | InChI=1S/C9H10O3/c1-11-9(10)7-12-8-5-3-2-4-6-8/h2-6H,7H2,1H3 |
| InChIKey | BZCKRPHEZOHHBK-UHFFFAOYSA-N |
| SMILES | C(OC)(=O)COC1=CC=CC=C1 |
| LogP (Verteilungskoeffizient) | 1.410 |
| CAS Datenbank | 2065-23-8(CAS DataBase Reference) |
| NIST chemische Informationen | Acetic acid, phenoxy-, methyl ester(2065-23-8) |
| EPA chemische Informationen | Acetic acid, phenoxy-, methyl ester (2065-23-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (98.9%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 95 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Acetic acid, phenoxy-, methyl esterStatus: Active Update: 13-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19264Acetic acid, phenoxy-, methyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (98.9%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29189900 |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 12 - Non Combustible Liquids |
Anwendungen & Verwendung
Verwenden
Methyl phenoxyacetate (MPOA) was used as an acylating agent in the synthesis of loracarbef, a carbacephalosporin antibiotic.
Herstellung & Synthese
synthetische
synthesis of methyl phenoxyacetate: methyl bromoacetate (10 mL, 105.6 mmol) and phenol (9.9380 g, 105.6 mmol) were dissolved in 250 mL of acetone; K2CO3 (21.89 g, 158 mmol) and KI (5 g, 30 mmol) were added and the mixture heated to reflux with stirring overnight. The mixture was filtered and the resultant solution concentrated in vacuo. Deionized water (200 mL) was added. The reaction mixture was extracted with 50 mL ethyl acetate three times. The combined ethyl acetate layers were washed with brine, dried over MgSO4, and filtered. All ethyl acetate was removed in vacuo, resulting in a slightly yellow liquid (80% yield).