Methyl-4-oxobutyrat
Methyl 3-Formylpropionate · Einecs 237-611-9 · methyl 4-oxobutyrate · METHYL 4-OXOBUTANOATE · Beraprost Impurity 47 · Beraprost Impurity 36 · Methyl 4-oxobutanoate 90% · Methyl 4-oxobutanoate (~85%)
Identifikatoren & physikalische Daten
| CAS No. | 13865-19-5 |
|---|---|
| Summenformel | C5H8O3 |
| Durchschnittliche Molmasse | 116,11 g/mol |
| Monoisotopische Masse | 116,04734412 g/mol |
| SMILES | COC(=O)CCC=O |
| InChIKey | DLZVZNAPRCRXEG-UHFFFAOYSA-N |
| PubChem CID | 83779 |
| EC No. | 237-611-9 |
| DTXSID | DTXSID20160736 |
| Lokaler Name | Methyl-4-oxobutyrat |
Chemische & physikalische Eigenschaften
| XLogP | -0,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 87,7 |
| SpringerMaterials Properties | Chemical shift |
| Siedepunkt | 187-188 °C(lit.) |
| Dichte | 1.109 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.424(lit.) |
| Flammpunkt | 187 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly) |
| Aggregatzustand | Oil |
| Farbe | Colourless |
| InChI | InChI=1S/C5H8O3/c1-8-5(7)3-2-4-6/h4H,2-3H2,1H3 |
| InChIKey | DLZVZNAPRCRXEG-UHFFFAOYSA-N |
| SMILES | C(OC)(=O)CCC=O |
| LogP (Verteilungskoeffizient) | 0.110 (est) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | NA 1993 / PGIII |
| Zollcode | 2918300090 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2 |
Anwendungen & Verwendung
Beschreibung
Methyl-4-oxobutyrate is a kind of oxobutyrate derivative. It is an important industrial intermediate. It, together with its methanol addition products such as methyl 4,4-dimethoxybutyrate and gamma- methoxy-gamma-butyrolactone are useful intermediates during the preparation of some important industrial compounds such as gamma- butyrolactone, 1,4-butanediol and glutamate. It is also useful as a model substrate during exploring the asymmetric henry reaction since it can assemble a stereodefined lactam with high efficiency and enantiomeric purity.
Verwenden
Methyl 4-oxobutanoate may be used as a starting material to synthesize (-)-deoxoprosophylline, a piperidine alkaloid with therapeutic potential.