2-Undecanone | |
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Undecan-2-one |
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Other names
Methyl nonyl ketone (MNK) |
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Identifiers | |
CAS number | 112-12-9 |
ChemSpider | 7871 |
UNII | YV5DSO8CY9 |
DrugBank | DB08688 |
KEGG | C01875 |
ChEBI | CHEBI:17700 |
RTECS number | YQ2820000 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C11H22O |
Molar mass | 170.29 g mol−1 |
Appearance | Colorless or pale yellow liquid |
Density | 0.829 g/cm³, liquid |
Melting point |
15 °C, 288 K, 59 °F |
Boiling point |
231 °C, 504 K, 448 °F |
Solubility in water | 0.00179 g/100 mL (25 °C) |
Hazards | |
MSDS | External MSDS |
EU classification | Flammable (F) Irritant (Xi) |
R-phrases | R50 R51 |
S-phrases | S23 S24 S25 |
NFPA 704 |
2
1
0
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Flash point | 88 °C |
Related compounds | |
Related Ketones | Acetone Butan-2-one 3-pentanone |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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.[1]
Contents |
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][3]
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.