HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Methylfuran-2(3H)-on
2(3H)-Furanone, 5-methyl- · 5-METHYL-2(3H)-FURANONE · α-Angelica lactone · 5-Methylfuran-2(3H)-one · FEMA 3293 · ANGELICALACTONE · 3-PENTEN-4-OLIDE · alpha-Angelica lactone 98%
Identifikatoren & physikalische Daten
| CAS No. | 591-12-8 |
|---|---|
| Summenformel | C5H6O2 |
| Durchschnittliche Molmasse | 98,1 g/mol |
| Monoisotopische Masse | 98,03677943 g/mol |
| SMILES | CC1=CCC(=O)O1 |
| InChIKey | QOTQFLOTGBBMEX-UHFFFAOYSA-N |
| PubChem CID | 11559 |
| ChEMBL | CHEMBL478640 |
| ChEBI | CHEBI:36433 |
| EC No. | 209-701-8 |
| DTXSID | DTXSID7047693 |
| Lokaler Name | 5-Methylfuran-2(3H)-on |
Chemische & physikalische Eigenschaften
| XLogP | 0,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 124 |
| SpringerMaterials Properties | Coriolis coupling |
| Dichte | 1.084 (20 °C/20 °C)1.092 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | soluble in alcohol, slightly soluble in water(in ethanol)Chloroform, Ethyl Acetate5 g/100 mL (25 ºC) |
| Siedepunkt | 167-170 °C55-56 °C12 mm Hg(lit.) |
| Brechungsindex | 1.443-1.451n20/D 1.448(lit.) |
| Physical Description | clear, light to dark yellow liquid with a sweet herbaceous odour reminiscent of tobacco |
| Schmelzpunkt | 13-17 °C(lit.) |
| FEMA | 3293 | 4-HYDROXY-3-PENTENOIC ACID LACTONE |
| Flammpunkt | 155 °F |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | Oil |
| pKa (Säurekonstante) | pK1:4.3 (25°C) |
| Wichte | 1.101.092 |
| Farbe | Clear Light Yellow |
| Geruch | at 10.00 % in dipropylene glycol. sweet solvent nutty tonka coumarin tobacco |
| Geruchsart | coconut |
| Biologische Quelle | synthetic |
| Merck | 14,647 |
| JECFA Number | 221 |
| BRN | 108394 |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C5H6O2/c1-4-2-3-5(6)7-4/h2H,3H2,1H3 |
| InChIKey | QOTQFLOTGBBMEX-UHFFFAOYSA-N |
| SMILES | CC1=CCC(=O)O1 |
| LogP (Verteilungskoeffizient) | 0.84 |
| CAS Datenbank | 591-12-8(CAS DataBase Reference) |
| NIST chemische Informationen | 2(3H)-Furanone, 5-methyl-(591-12-8) |
| EPA chemische Informationen | 5-Methyl-2(3H)-furanone (591-12-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1560) of reports.WarningH317 (99.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1560 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: 2(3H)-Furanone, 5-methyl-2(3H)-Furanone, 5-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 2(3H)-Furanone, 5-methyl-: Environment tier I assessment |
| Hazard Classes and Categories | Skin Sens. 1A (99.9%)Flammable liquids - Category 4 |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | NA 1993 / PGIII |
| Zollcode | 29322090 |
| RTECS-Nr. | LU5075000 |
| Toxizität | LD50 orl-mus: 2800 mg/kg DCTODJ 3,249,80 |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Skin Sens. 1 |
Anwendungen & Verwendung
Occurrence
Reported found in grape, white bread, soy bean and licorice.
Verwenden
alpha-Angelicalactone acts as acancer chemopreventive agent. It is used in the synthesis of glutathione and the activity of glutathione-S-transferase and UDP-glucunonosyltransferase detoxification enzymes in esophagus, stomach, intestine, and liver. It is used in oral care formulations to round out mint notes and in coffee flavors.
Herstellung & Synthese
synthetische
By dry distillation of levulinic acid