3-Heptanone
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Names | |
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Preferred IUPAC name Heptan-3-one | |
Other names Ethyl butyl ketone 3-Oxoheptane Butyl ethyl ketone | |
Identifiers | |
CAS Number |
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3D model (JSmol) |
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Beilstein Reference | 506161 |
ChEBI |
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ChemSpider |
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ECHA InfoCard | 100.003.081 ![]() |
EC Number |
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MeSH | 3-Heptanone |
PubChem CID |
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RTECS number |
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UNII |
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UN number | 1224 |
CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | 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 | |
GHS labelling: | |
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Warning | |
H226, H319, H332 | |
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P235, P501 | |
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). Infobox references |
Chemical compound
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 propionaldehyde (propanal) with butanone (methyl ethyl ketone). 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. ISBN 9783527306732.