3-Octanone
Octan-3-One · ETHYL AMYL KETONE · EAK · FEMA 2803 · octan-3- · 3-OCTANONE · OCTANONE,3- · Octane-3-on
Identifiers & Physical Properties
| CAS No. | 106-68-3 |
|---|---|
| Molecular formula | C8H16O |
| Average molar mass | 128.21 g/mol |
| Monoisotopic mass | 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 |
Chemical & Physical Properties
| XLogP | 2.3 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 5 |
| Heavy atoms | 9 |
| Formal charge | 0 |
| Complexity | 76 |
| Melting point | -23 °C |
| Boiling point | 167-168 °C (lit.) |
| Density | 0.822 g/mL at 25 °C (lit.) |
| Vapor pressure | 2.67hPa at 20℃ |
| FEMA | 2803 | 3-OCTANONE |
| Refractive index | n20/D 1.415(lit.) |
| FLAVIS Number | 07.062 | Octan-3-one |
| Flash point | 115 °F |
| Storage conditions | Flammables area |
| Solubility | 2.60g/l0.7 g/L |
| Physical state | liquid |
| Color | Colorless to Light yellow |
| Odor | fruity odor |
| Odor type | herbal |
| Biological source | synthetic |
| Merck | 14,6753 |
| JECFA Number | 290 |
| BRN | 1700021 |
| Henry's law constant | 4.3×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Major applications | flavors and fragrances |
| Cosmetics Ingredients Functions | 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 (partition coefficient) | 2.9 at 32℃ and pH7 |
| CAS DataBase Reference | 106-68-3(CAS DataBase Reference) |
| Substances Added to Food (formerly EAFUS) | 3-OCTANONE |
| FDA UNII | 79173B4107 |
| NIST Chemistry Reference | 3-Octanone(106-68-3) |
| EPA Substance Registry System | Ethyl amyl ketone (106-68-3) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
| GHS pictogram | GHS02,GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H226 |
| GHS precautionary statements | P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xi |
| Risk statements (R) | 10-36/37/38-36 |
| Safety statements (S) | 26-36-39-16 |
| UN transport number | UN 2271 |
| Water hazard class (WGK) | 1 |
| RTECS number | RH1485000 |
| Hazard Note | Irritant |
| TSCA inventory status | TSCA listed |
| Hazard class | 3Flam. Liq. 3Skin Irrit. 2 |
| Packing group | III |
| Customs code | 29141900 |
| Storage class | 3 - Flammable liquids |
| Hazardous substances data | 106-68-3(Hazardous Substances Data) |
| Toxicity | skn-rbt 500 mg/24H MOD FCTXAV 12,715,74 |
| REACH registrations | Active |
Safety & Regulations
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
|---|---|
| Water hazard class (WGK) | 1 |
| TSCA inventory status | TSCA listed |
| RTECS number | RH1485000 |
| UN transport number | UN 2271 |
| Customs code | 29141900 |
| Toxicity | skn-rbt 500 mg/24H MOD FCTXAV 12,715,74 |
| Risk statements (R) | 10-36/37/38-36 |
| Signal word | Warning |
| GHS pictogram | GHS02,GHS07 |
| Hazard symbols | Xi |
| hazard_note | Irritant |
| Safety statements (S) | 26-36-39-16 |
| Hazard class | 3Flam. Liq. 3Skin Irrit. 2 |
| Storage class | 3 - Flammable liquids |
| Packing group | III |
| GHS hazard statements | H315-H319-H226 |
| REACH registrations | Active |
| GHS precautionary statements | P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 |
| Hazardous substances data | 106-68-3(Hazardous Substances Data) |
Applications & Uses
Description
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.
Uses
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.
Uses
Perfumery, solvent for nitrocellulose and vinyl resins.
Uses
3-Octanone was used to study the effect of TiO2 photo catalyst on the rate and the ratio of products generated in photo catalytic oxidation of 3-octanone. It is used as a flavor and fragrance ingredient.
General Description
A clear colorless liquid with a pungent odor. Insoluble in water and partially soluble in alcohol. Flash point of 138°F. Vapors are denser than air and may have a narcotic effect in high concentrations. Used in making perfumes and as a solvent for nitrocellulose and vinyl resins.
Preparation & Synthesis
Preparation
By heating propionic and caproic acids over thorium oxide or by oxidation of ethyl amyl carbinol (3-octanol) (Arctander, 1969).