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 (Jmol)	Interactive image
ChemSpider	10788
ECHA InfoCard	100.008.439
EC Number	209-282-1
PubChem	11262
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	100.16 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)	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