3-Methyl-2-pentanone
Appearance
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Names | |
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Preferred IUPAC name
3-Methylpentan-2-one | |
Other names
Methyl sec-Butyl ketone
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.008.439 |
EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C6H12O | |
Molar mass | 100.161 g·mol−1 |
Appearance | Colorless liquid |
Odor | Peppermint-like |
Density | 0.8130 g/mL (20 °C) |
Melting point | −83 °C (−117 °F; 190 K) |
Boiling point | 116 °C (241 °F; 389 K) |
2.26 wt % (20 °C) | |
Refractive index (nD)
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1.4012 (20 °C) |
Hazards | |
GHS labelling:[1] | |
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Danger | |
H225 | |
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501 | |
Flash point | 12 °C (54 °F; 285 K) |
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-Methyl-2-pentanone (methyl sec-butyl ketone) is an aliphatic ketone and isomer of 2-hexanone. It is used as a solvent and as an intermediate for syntheses. Its industrial importance is low. It is produced by base-catalyzed aldol condensation of 2-butanone with acetaldehyde, forming 4-hydroxy-3-methyl-2-pentanone, which is dehydrated to 3-methyl-3-penten-2-one over an acid catalyst, followed by hydrogenation over a palladium catalyst.[2]
References
[edit]- ^ "3-Methyl-2-pentanone". pubchem.ncbi.nlm.nih.gov. Retrieved 19 December 2021.
- ^ Hardo Siegel, Manfred Eggersdorfer (2007), "Ketones", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, p. 5