2-Ethyl-3-hydroxy-4H-pyran-4-on
2-ETHYL-3-HYDROXY-4-PYRONE · 2-ETHYL-3-HYDROXY-4H-PYRAN-4-ONE · FEMA 3487 · 6-ETHYL-3-HYDROXY-2-METHYL-4H-PYRAN-4-ONE · ETHYL HYDROXYPYRONE · 3-HYDROXY-2-ETHYL-4-PYRONE · 2-ethyl-3-hydroxypyran-4-one · 2-ethyl-3-hydroxy-4-pyranone
Identifikatoren & physikalische Daten
| CAS No. | 4940-11-8 |
|---|---|
| Summenformel | C7H8O3 |
| Durchschnittliche Molmasse | 140,14 g/mol |
| Monoisotopische Masse | 140,04734412 g/mol |
| SMILES | CCc1occc(=O)c1O |
| InChIKey | YIKYNHJUKRTCJL-UHFFFAOYSA-N |
| PubChem CID | 21059 |
| ChEMBL | CHEMBL121557 |
| ChEBI | CHEBI:169105 |
| EC No. | 225-582-5 |
| DTXSID | DTXSID5041516 |
| Lokaler Name | 2-Ethyl-3-hydroxy-4H-pyran-4-on |
Chemische & physikalische Eigenschaften
| XLogP | 0,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 46,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 213 |
| Duftstoffe | Fragrance Ingredient (Ethyl maltol) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 0.630 |
| Lebensmittelzusatzstoffe | COLOR OR COLORING ADJUNCT, FLAVORING AGENT OR ADJUVANT, PROCESSING AID -> FDA Substance added to food |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | Sparingly soluble in water, soluble in propylene glycolSoluble (in ethanol)Chloroform (Slightly), Methanol (Slightly)9.345g/L at 24℃ |
| Animal Drugs | Pharmaceuticals -> UK Veterinary Medicines Directorate List |
| Siedepunkt | 289.00 to 290.00 °C. @ 760.00 mm Hg196.62°C (rough estimate) |
| Schmelzpunkt | 90 - 91 °C85-95 °C (lit.) |
| Physical Description | SolidWhite crystalline powderSweet fruit-like aroma |
| Dichte | 1.1624 (rough estimate) |
| Dampfdruck | 0.2Pa at 24℃ |
| Brechungsindex | 1.4850 (estimate) |
| FEMA | 3487 | ETHYL MALTOL |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 8.38±0.10(Predicted) |
| Aggregatzustand | Solid |
| Farbe | White to Pale Yellow |
| Geruch | at 5.00 % in benzyl alcohol. sweet caramel jam strawberry cotton candy |
| Geruchsart | caramellic |
| Biologische Quelle | synthetic |
| Merck | 14,3824 |
| JECFA Number | 1481 |
| Hauptanwendungen | cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMINGFRAGRANCE |
| InChI | 1S/C7H8O3/c1-2-6-7(9)5(8)3-4-10-6/h3-4,9H,2H2,1H3 |
| InChIKey | YIKYNHJUKRTCJL-UHFFFAOYSA-N |
| SMILES | CCC1=C(O)C(=O)C=CO1 |
| LogP (Verteilungskoeffizient) | 2.9 at 25℃ |
| CAS Datenbank | 4940-11-8(CAS DataBase Reference) |
| NIST chemische Informationen | 4H-pyran-4-one, 2-ethyl-3-hydroxy-(4940-11-8) |
| EPA chemische Informationen | 4H-Pyran-4-one, 2-ethyl-3-hydroxy- (4940-11-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.3% (7 of 2365) of reports.WarningH302 (99.7%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2365 reports by companies from 7 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: 4H-Pyran-4-one, 2-ethyl-3-hydroxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 15-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/225494H-Pyran-4-one, 2-ethyl-3-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (99.7%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29329990 |
| RTECS-Nr. | UQ0840000 |
| R-Sätze (R) | 22 |
| Toxizität | LD50 orally in male mice, male rats, female rats, chicks (mg/kg): 780, 1150, 1200, 1270 (Gralla) |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 Oral |
Anwendungen & Verwendung
Occurrence
Has apparently not been reported to occur in nature.
Verwenden
Ethyl Maltol is a flavoring agent that is a white, crystalline powder. it has a unique odor and a sweet taste that resembles fruit. the melt- ing point is 90°c. it is sparingly soluble in water and propylene gly- col and soluble in alcohol and chloroform. it is obtained by chemical synthesis.
Herstellung & Synthese
synthetische
Several syntheses have been developed for its preparation. In a one-pot process, for example, -ethylfurfuryl alcohol is treated with halogen to give 4-halo- 6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which need not be isolated and can be converted to ethylmaltol by aqueous hydrolysis.