2-Decanone
Chemical compound
From Wikipedia, the free encyclopedia
2-Decanone is a ketone with the chemical formula C10H20O.
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| Names | |
|---|---|
| Preferred IUPAC name
Decan-2-one | |
| Other names
Methyl octyl ketone | |
| Identifiers | |
3D model (JSmol) |
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| 1747463 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.010.685 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C10H20O | |
| Molar mass | 156.269 g·mol−1 |
| Appearance | Liquid; Fatty peachy, aldehyde-like aroma[1] |
| Density | 0.821-0.831 (20°)[1] |
| Melting point | 14[2] °C (57 °F; 287 K) |
| Boiling point | 210[1] °C (410 °F; 483 K) |
| Insoluble. 0.077 mg/mL at 25 °C[2] | |
| Solubility in Fats and oils | Soluble[1] |
| log P | 3.73[3] |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H227, H411 | |
| P210, P273, P280, P370+P378, P391, P403+P235, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Occurrence
2-Decanone can be found in meats, dairy products and eggs, fruits (banana, mountain papaya, berries), vegetables (potato, mushroom, endive, soya bean, chayote, kumazase), and grains such as maize, rice, and oats. It also is present in fish, some nuts, honey, ginger, garlic, vanilla, hop oil, mate, brandy, tea, and coffee. It is found in the highest concentrations in milk and hop oil.[4] 2-Decanone was also found at varying percentages in the essential oils of plants within the Ruta genus, including R. montana and R. chalepensis.[5][6] Within the stem bark of Commiphora rostrata, 2-decanone was found at 69%.[7]
Applications
2-Decanone has been found to possess strong fumigant activity against the maize weevil.[8] However, it is less repellent towards the maize weevil than other alkanones.[7]
Synthesis
2-Decanone can be synthesized by reacting 2-decanol with permanganic acid and copper sulfate in DCM.[9]