2-Heptanone
| Skeletal formula of 2-heptanone | |
| Ball-and-stick model of 2-heptanone | |
| Names | |
|---|---|
| IUPAC name
Heptan-2-one
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| Other names
Amyl methyl ketone
Butyl acetone Methyl n-amyl ketone Methyl pentyl ketone |
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| Identifiers | |
110-43-0  |
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| ChEBI | CHEBI:5672 |
| ChEMBL | ChEMBL18893 |
| ChemSpider | 7760 |
| Jmol 3D model | Interactive image |
| KEGG | C08380 |
| PubChem | 8051 |
| UNII | 89VVP1B008 |
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| Properties | |
| C7H14O | |
| Molar mass | 114.18 g/mol |
| Appearance | Clear liquid |
| Odor | banana-like, fruity[2] |
| Density | 0.8 g/mL |
| Melting point | −35.5 °C (−31.9 °F; 237.7 K) |
| Boiling point | 151 °C (304 °F; 424 K) |
| 0.4% by wt | |
| Vapor pressure | 3 mmHg (20°C)[2] |
| Vapor pressure | {{{value}}} |
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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-Heptanone, also known as methyl n-amyl ketone, or Heptan-2-one, is a ketone with the molecular formula C7H14O. It is a colorless, water-white liquid with a banana-like, fruity odor.
2-Heptanone is listed by the FDA as a "food additive permitted for direct addition to food for human consumption" (21 CFR 172.515), and it occurs naturally in certain foods (e.g., beer, white bread, butter, various cheeses and potato chips).[3]
The mechanism of action of 2-heptanone as a pheromone at odorant receptors in rodents has been investigated.[4][5][6]
2-Heptanone has also been found to be excreted by honey bees when they bite small pests within the colony such as wax moth larvae and Varroa mites. Though it was historically believed to be an alarm pheromone, 2-heptanone has been shown to act as an anaesthetic on the pests, enabling the honey bee to stun the pest and eject it from the hive. The work could lead to the use of 2-Heptanone as an alternative local anaesthetic to lidocaine, which although well established for clinical use, has the disadvantage of provoking allergic reactions in some people.[7]
2-Heptanone was one of the metabolites of n-heptane found in the urine of employees exposed to heptane in shoe and tire factories.[8]
References
- ↑ Methyl n-amyl ketone, International Occupational Safety and Health Information Centre (CIS)
- ↑ 2.0 2.1 Cite error: Invalid
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External links
- MSDS for 2-heptanone
- Methyl (n-amyl) ketone, NIOSH Pocket Guide to Chemical Hazards
