3-Heptanone
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| Names | |
|---|---|
| IUPAC name
Heptan-3-one
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| Other names
Ethyl butyl ketone
3-Oxoheptane Butyl ethyl ketone | |
| Identifiers | |
3D model (JSmol)
|
|
| 506161 | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.003.081 |
| EC Number |
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| MeSH | 3-Heptanone |
PubChem CID
|
|
| RTECS number |
|
| UN number | 1224 |
CompTox Dashboard (EPA)
|
|
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| Properties | |
| C7H14O | |
| Molar mass | 114.188 g·mol−1 |
| Appearance | Colorless liquid |
| Odor | powerful, fruity[1] |
| Density | 0.812 g cm−3 |
| Melting point | −39 °C (−38 °F; 234 K) |
| Boiling point | 146 to 149 °C (295 to 300 °F; 419 to 422 K) |
| 1% (20 °C)[1] | |
| Vapor pressure | 4 mmHg (20 °C)[1] |
| Hazards | |
| Flash point | 41 °C (106 °F; 314 K) |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
2760 mg/kg (rat, oral)[3] |
| NIOSH (US health exposure limits): | |
PEL (Permissible)
|
TWA 50 ppm (230 mg/m3)[1] |
REL (Recommended)
|
TWA 50 ppm (230 mg/m3)[1] |
IDLH (Immediate danger)
|
1000 ppm[1] |
| Safety data sheet (SDS) | [2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-Heptanone (butyl ethyl ketone), is a seven carbon ketone. It is a colorless liquid with a "green odor," also described to have a fruity scent. It is often used as a perfume/fragrance, as a solvent for cellulose, nitrocellulose, or vinyl resins, and as a synthetic building block in the preparation of other organic molecules.[4]
Preparation
3-Heptanone is produced industrially through reductive condensation of propanal with butanone. This reaction yields hept-4-en-3-one, which is subsequently hydrogenated to 3-heptanone.
- CH
3CH
2CHO + CH
3C(O)CH
2CH
3 → CH
3CH
2C(O)CHCHCH
2CH
3 + H
2O
- CH
3CH
2C(O)CHCHCH
2CH
3 + H
2 → CH
3CH
2C(O)CH
2CH
2CH
2CH
3
References
- ^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0266". National Institute for Occupational Safety and Health (NIOSH).
- ^ http://www.chemicalbook.com/ProductMSDSDetailCB0852672_EN.htm External MSDS
- ^ "Ethyl butyl ketone". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
- ^ Siegel, Hardo; Eggersdorfer, Manfred (2012). "Ketones". Ullmann's Encyclopedia of Industrial Chemistry. Vol. 20. p. 195. doi:10.1002/14356007.a15_077.