Octan-3-on
Octan-3-One · ETHYL AMYL KETONE · EAK · FEMA 2803 · octan-3- · 3-OCTANONE · OCTANONE,3- · Octane-3-on
Identifikatoren & physikalische Daten
| CAS No. | 106-68-3 |
|---|---|
| Summenformel | C8H16O |
| Durchschnittliche Molmasse | 128,21 g/mol |
| Monoisotopische Masse | 128,12011513 g/mol |
| SMILES | CCCCCC(=O)CC |
| InChIKey | RHLVCLIPMVJYKS-UHFFFAOYSA-N |
| PubChem CID | 246728 |
| ChEMBL | CHEMBL2269087 |
| ChEBI | CHEBI:80946 |
| EC No. | 203-423-0 |
| DTXSID | DTXSID3041954 |
| Lokaler Name | Octan-3-on |
Chemische & physikalische Eigenschaften
| XLogP | 2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 76 |
| Schmelzpunkt | -23 °C |
| Siedepunkt | 167-168 °C (lit.) |
| Dichte | 0.822 g/mL at 25 °C (lit.) |
| Dampfdruck | 2.67hPa at 20℃ |
| FEMA | 2803 | 3-OCTANONE |
| Brechungsindex | n20/D 1.415(lit.) |
| Flammpunkt | 115 °F |
| Lagerbedingungen | Flammables area |
| Löslichkeit | 2.60g/l0.7 g/L |
| Aggregatzustand | liquid |
| Farbe | Colorless to Light yellow |
| Geruch | fruity odor |
| Geruchsart | herbal |
| Biologische Quelle | synthetic |
| Merck | 14,6753 |
| JECFA Number | 290 |
| BRN | 1700021 |
| Henry-Konstante | 4.3×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C8H16O/c1-3-5-6-7-8(9)4-2/h3-7H2,1-2H3 |
| InChIKey | RHLVCLIPMVJYKS-UHFFFAOYSA-N |
| SMILES | CCCCCC(=O)CC |
| LogP (Verteilungskoeffizient) | 2.9 at 32℃ and pH7 |
| CAS Datenbank | 106-68-3(CAS DataBase Reference) |
| NIST chemische Informationen | 3-Octanone(106-68-3) |
| EPA chemische Informationen | Ethyl amyl ketone (106-68-3) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 1 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2271 |
| Zollcode | 29141900 |
| RTECS-Nr. | RH1485000 |
| R-Sätze (R) | 10-36/37/38-36 |
| Toxizität | skn-rbt 500 mg/24H MOD FCTXAV 12,715,74 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36-39-16 |
| Gefahrenklasse | 3Flam. Liq. 3Skin Irrit. 2 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 106-68-3(Hazardous Substances Data) |
Anwendungen & Verwendung
Beschreibung
3-Octanone has a strong, penetrating, fruity odor reminiscent of lavender. It can be prepared by passing a mixture of vapors of caproic acid and acetic acid over ThO2 at 400°C, or by oxidation of d-ethyl n-amyl carbinol with chromates; another synthetic route is reported.
Occurrence
Reported identified in the low-boiling fraction of the essential oil of lavender; also reported found in the essential oils of Lavandula vera (10%) and French lavender. Reported found in banana, bilberry, currants, guava, melon, blueberry, blackberry, strawberry jam, peas, fried potato, ginger, Mentha oils, thyme, cheeses, butter, fish, cooked meats, cognac, coffee, tea, roasted peanuts, pecan, soybean, olive, plum, beans, mushroom, wild marjoram, trassi, rice bran, litchi, calamus, buckwheat, rosemary, lemon balm, clary sage, rosemary, truffle, nectarine, anise hyssop and maté.
Verwenden
3-Octanone can be produced by oxidation of 3-octanol or by heating propionic acid and caproic acid over thorium oxide. 3-Octanone is used as an ingredient in soaps, perfumes, lotions, and creams. It is also used as a flavoring agent in foods. U.S. production and importation of 3-octanone was estimated to be relatively low (,25,000 lb at a single site) in 2005 as data for 3-octanone were not included in the 2006 U.S. EPA Inventory Update Reporting database.
Herstellung & Synthese
synthetische
By heating propionic and caproic acids over thorium oxide or by oxidation of ethyl amyl carbinol (3-octanol) (Arctander, 1969).