2-Undecanone

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2-Undecanone
2-undecanone
Other names Methyl nonyl ketone (MNK)
Nonyl methyl ketone
Methyldecananone
2-Hendecanone
Undecanone
Identifiers
CAS number [112-12-9]
RTECS number YQ2820000
SMILES CCCCCCCCCC(=O)C
Properties
Molecular formula CH3CO(CH2)8CH3
Molar mass 170.2942 g/mol
Appearance Colorless or pale yellow liquid
Density 0.829 g/cm³, liquid
Melting point

15 °C (288 K)
Boiling point

231 °C (504 K)
Solubility in water 0.00179 g/100 ml (25 °C)
Hazards
MSDS External MSDS
EU classification Flammable (F)
Irritant (Xi)
NFPA 704
2
1
0
 
R-phrases R50, R51
S-phrases S23, S24, S25
Flash point 88 °C
Related compounds
Related Ketones Acetone
Butan-2-one
3-pentanone
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

2-Undecanone 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, and strawberries. 2-Undecanone is used in the perfumery and flavoring industries, but because of its strong odor it is primarily used as an insect or animal repellant. Typically, 1–2% concentrations of 2-undecanone are found in dog and cat repellents in the form of a liquid, aerosol spray, or gel.

2-Undecanone is a ketone, also known as methyl nonyl ketone (MNK). It 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 base. For example, the reaction between 2-undecanone and sodium hypochlorite yields sodium decanoate, chloroform, and sodium hydroxide.

CH3CO(CH2)8CH3 + 3NaOCl → CH3(CH2)8COONa + CHCl3 + 2NaOH

[edit] References

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