3-Methyl-2-pentanone

3-Methyl-2-pentanone
Names
	Preferred IUPAC name 3-Methylpentan-2-one
	Other names Methyl sec-Butyl ketone
Identifiers
CAS Number	565-61-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3182903;
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
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225
Precautionary statements	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). 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.^[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