| Names | |
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IUPAC name
Undecan-2-one
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| Other names
Methyl nonyl ketone (MNK)
Nonyl methyl ketone Methyldecananone 2-Hendecanone Undecanone IBI-246 |
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| Identifiers | |
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3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.003.579 |
| KEGG | |
| RTECS number | YQ2820000 |
| UNII | |
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| Properties | |
| C11H22O | |
| Molar mass | 170.30 g·mol−1 |
| Appearance | Colorless or pale yellow liquid |
| Density | 0.829 g/cm3, liquid |
| Melting point | 15 °C (59 °F; 288 K) |
| Boiling point | 231 °C (448 °F; 504 K) |
| 0.00179 g/100 mL (25 °C) | |
| Hazards | |
| Safety data sheet | External MSDS |
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EU classification (DSD) (outdated)
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Flammable (F) Irritant (Xi) |
| R-phrases (outdated) | R50 R51 |
| S-phrases (outdated) | S23 S24 S25 |
| NFPA 704 | |
| Flash point | 88 °C (190 °F; 361 K) |
| Related compounds | |
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Related Ketones
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Acetone Butan-2-one 3-pentanone |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
2-Undecanone, also known as methyl nonyl ketone and IBI-246, is an oily organic liquid manufactured synthetically, but which can also be extracted from oil of rue. It is found naturally in bananas, cloves, ginger, guava, strawberries, wild-grown tomatoes, and the perennial Houttuynia cordata.
2-Undecanone is used in the perfumery and flavoring industries, but because of its strong odor it is primarily used as an insect repellent or animal repellent. Typically, 1–2% concentrations of 2-undecanone are found in dog and cat repellents in the form of a liquid, aerosol spray, or gel.
Research from North Carolina State University has shown that it may be useful as a mosquito repellent, as effective as, or even more effective than, DEET.
2-Undecanone is a ketone that is soluble in ethanol, benzene, chloroform, and acetone, but its large carbon chain renders it insoluble in water. Like most methyl ketones, 2-undecanone undergoes a haloform reaction when in the presence of a basic solution of hypochlorite. For example, the reaction between 2-undecanone and sodium hypochlorite yields sodium decanoate, chloroform, and sodium hydroxide.