Dihydro-5-octylfuran-2(3H)-on
γ-Dodecalactone · GAMMA-DODECALACTONE · dodecalactone · FEMA 2400 · G-DODECALACTONE · γ-Dodecanolactone · 5-Octyldihydrofuran-2(3H)-one · γ-dodecalactone,4-dodecanolide,dihydro-5-octyl-2(3H)-furanone
Identifikatoren & physikalische Daten
| CAS No. | 2305-05-7 |
|---|---|
| Summenformel | C12H22O2 |
| Durchschnittliche Molmasse | 198,306 g/mol |
| Monoisotopische Masse | 198,16197994 g/mol |
| SMILES | CCCCCCCCC1CCC(=O)O1 |
| InChIKey | WGPCZPLRVAWXPW-UHFFFAOYSA-N |
| PubChem CID | 16821 |
| ChEMBL | CHEMBL195215 |
| EC No. | 218-971-6 |
| DTXSID | DTXSID7047190 |
| Lokaler Name | Dihydro-5-octylfuran-2(3H)-on |
Chemische & physikalische Eigenschaften
| Schmelzpunkt | 17-18 °C(lit.) |
|---|---|
| Siedepunkt | 130-132 °C1.5 mm Hg(lit.) |
| Dichte | 0.936 g/mL at 25 °C(lit.) |
| Dampfdruck | 7.3hPa at 20℃ |
| FEMA | 2400 | GAMMA-DODECALACTONE |
| Brechungsindex | n20/D 1.452(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Refrigerator, under inert atmosphere |
| Löslichkeit | Chloroform (Sparingly), Methanol (Slightly)60mg/L at 20℃ |
| Aggregatzustand | Oil |
| Farbe | Colourless |
| Wichte | 0.94 |
| Geruch | at 100.00 %. fatty peach sweet metallic fruity |
| Geruchsart | fruity |
| Biologische Quelle | synthetic |
| JECFA Number | 235 |
| BRN | 126680 |
| Henry-Konstante | 3.7×101 mol/(m3Pa) at 25℃, Abney (2021) |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C12H22O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h11H,2-10H2,1H3 |
| InChIKey | WGPCZPLRVAWXPW-UHFFFAOYSA-N |
| SMILES | CCCCCCCCC1CCC(=O)O1 |
| LogP (Verteilungskoeffizient) | 2.7 at 20℃ |
| CAS Datenbank | 2305-05-7(CAS DataBase Reference) |
| NIST chemische Informationen | «GAMMA» dodecalactone(2305-05-7) |
| EPA chemische Informationen | 2(3H)-Furanone, dihydro-5-octyl- (2305-05-7) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29322090 |
| RTECS-Nr. | LU3600000 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | skn-rbt 500 mg/24H MOD FCTXAV 14,751,76 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Occurrence
Reported found in apricot, cooked pork, milk products, peach, bilberry, guava fruit, papaya, pineapple, fresh blackberry, strawberry, celery leaves and stalks, celery root, blue cheeses, cheddar cheese, Swiss cheese, meats, beer, rum, mushrooms, plum brandy, quince, chervil, naranjilla fruit and other natural sources
Verwenden
4-Dodecanolide was one of the organic compounds from meat charbroiling operations studied. Finds some use in perfume compositions for fatty-fruity topnotes and long tenacity, e.g., in heavy floral fragrances. It is also used in combination with newer synthetic musks to produce exceptional tenacity and lasting sweetness in powdery and floral types. Used in flavour compositions, mainly in Butter, Butterscotch, Coconut, Tutti-frutti, Maple, Nut, Peach, Pineapple, etc.
Herstellung & Synthese
synthetische
From 1-dodecen-12-oic acid with H2SO4 at 90°C; from 4-hydroxydodecanoic acid by lactonization; also from methylacrylate and octanol