3-Hydroxy-3-methyl-2-butanone
3-Hydroxy-3-methylbutan-2-one · Methylacetoin · 3-Methylacetoin · 3-HYDROXY-3-METHYL-2 · Dimethylacetylcarbinol · ACETYLDIMETHYLCARBINOL · 2-Methylbutan-2-ol-3-one · 3-hydroxy-3-ethylbutanone
Identifikatoren & physikalische Daten
| CAS No. | 115-22-0 |
|---|---|
| Summenformel | C5H10O2 |
| Durchschnittliche Molmasse | 102,13 g/mol |
| Monoisotopische Masse | 102,06807956 g/mol |
| SMILES | CC(=O)C(C)(C)O |
| InChIKey | BNDRWEVUODOUDW-UHFFFAOYSA-N |
| PubChem CID | 8261 |
| ChEBI | CHEBI:179407 |
| EC No. | 204-073-1 |
| DTXSID | DTXSID60870468 |
Chemische & physikalische Eigenschaften
| XLogP | -0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 84 |
| Physical Description | Colorless liquid[Alfa Aesar MSDS] |
| Kovats Retention Index | 77877969170012621246123812431247 |
| Schmelzpunkt | 84-85 °C |
| Siedepunkt | 140-141 °C (lit.) |
| Dichte | 0.971 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.415(lit.) |
| Flammpunkt | 108 °F |
| Lagerbedingungen | Flammables area |
| Löslichkeit | Soluble in chloroform. |
| pKa (Säurekonstante) | 13.28±0.29(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to yellow or light red |
| BRN | 1616385 |
| InChI | 1S/C5H10O2/c1-4(6)5(2,3)7/h7H,1-3H3 |
| InChIKey | BNDRWEVUODOUDW-UHFFFAOYSA-N |
| SMILES | CC(=O)C(C)(C)O |
| LogP (Verteilungskoeffizient) | 0.112 (est) |
| CAS Datenbank | 115-22-0(CAS DataBase Reference) |
| EPA chemische Informationen | 2-Butanone, 3-hydroxy-3-methyl- (115-22-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 2 notifications to the ECHA C&L Inventory.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. |
|---|---|
| Gefahrenübersicht | An irritant[Alfa Aesar MSDS] See Diacetone alcohol. |
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| Unerwünschte Wirkungen | Neurotoxin - Acute solvent syndrome |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1224 3/PG 3 |
| Zollcode | 29144000 |
| R-Sätze (R) | 10 |
| Sicherheitshinweise (S) | 23-24/25-22 |
| Gefahrenklasse | 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
3-Hydroxy-3-methyl-2-butanone used to produce 2,5-dihydroxy-2-methyl-heptan-3-one, laboratory chemicals.
Herstellung & Synthese
synthetische
synthesis of 3-Hydroxy-3-methyl-2-butanone: 19ml of concentrated sulfuric acid (98wt%) was slowly mixed with 100ml of water, then 13g of yellow mercury oxide was added within 1.5h, 84g (1.0mol) of 2-methyl-3-butyn-2-ol was added dropwise to the sulfuric acid solution containing mercury oxide at 65-75°C, Then the reaction was stirred at 65-75°C for 30min, cooled to room temperature after the reaction was completed, the reaction product was subjected to suction filtration, the filtrate after suction filtration was extracted with ether (3×20ml), and the organic phase after extraction was water and hydrogen carbonate respectively. Washed with sodium solution, the washed organic phase was dried with anhydrous magnesium sulfate, and then filtered, the filtered filtrate was concentrated by rotary evaporation and then distilled, and the 140°C fraction was collected, 45.6 g of light yellow liquid was obtained as 3-hydroxy-3-methyl-2-butanone, and the yield was 32.2%.