2-Undecanone
From Wikipedia, the free encyclopedia
| 2-Undecanone | |
|---|---|
 |
|
| General | |
| Other names | Methyl nonyl ketone (MNK) Nonyl methyl ketone Methyldecananone 2-Hendecanone Undecanone |
| Molecular formula | CH3CO(CH2)8CH3 |
| SMILES | CCCCCCCCCC(=O)C |
| Molar mass | 170.2942 g/mol |
| Appearance | Colorless or pale yellow liquid |
| CAS number | [112-12-9] |
| Properties | |
| Density and phase | 0.829 g/cm³, liquid |
| Solubility in water | 0.00179 g/100 ml (25 °C) |
| Melting point | 15 °C (288 K) |
| Boiling point | 231 °C (504 K) |
| 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 |
| RTECS number | YQ2820000 |
| Related compounds | |
| Related Ketones | Acetone Butan-2-one Pentan-3-one |
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
Lange's Handbook of Chemistry (14th Edition), McGraw-Hill, 1992; Section 1; Table 1.15
The Condensed Chemical Dictionary (10th Edition), Gesner G. Hawley
http://physchem.ox.ac.uk/MSDS/UN/2-undecanone.html
http://www.thegoodscentscompany.com/data/rw1021151.html
