3-Methyl-2-pentanone

3-Methyl-2-pentanone
Names
	IUPAC name 3-Methyl-2-pentanone
	Other names 3-Methylpentan-2-one; Methyl sec-butyl ketone
Identifiers
CAS Number	565-61-7;
3D model (JSmol)	Interactive image;
ChemSpider	10788;
ECHA InfoCard	100.008.439
EC Number	209-282-1;
PubChem CID	11262;
CompTox Dashboard (EPA)	DTXSID4021634 ;
	InChI InChI=1S/C6H12O/c1-4-5(2)6(3)7/h5H,4H2,1-3H3 Key: UIHCLUNTQKBZGK-UHFFFAOYSA-N; InChI=1/C6H12O/c1-4-5(2)6(3)7/h5H,4H2,1-3H3 Key: UIHCLUNTQKBZGK-UHFFFAOYAL;
	SMILES CCC(C)C(=O)C;
Properties
Chemical formula	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)
Solubility in water	2.26 wt % (20 °C)
Refractive index (nD)	1.4012 (20 °C)
Hazards
EU classification (DSD) (outdated)	F Xi
Flash point	12 °C (54 °F)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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.[1]

References

Hardo Siegel, Manfred Eggersdorfer (2007), "Ketones", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, p. 5

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[1] Hardo Siegel, Manfred Eggersdorfer (2007), "Ketones", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, p. 5