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3-Pentanone

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3-Pentanone
3-Pentanone
Names
IUPAC name
Pentan-3-one
Other names
diethyl ketone, diethylketone, 3-pentanone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.265 Edit this at Wikidata
  • InChI=1/C5H10O/c1-3-5(6)4-2/h3-4H2,1-2H3
    Key: FDPIMTJIUBPUKL-UHFFFAOYAJ
  • O=C(CC)CC
Properties
C5H10O
Molar mass 86.13 g/mol
Density 0.815 g/cm³
Melting point -39 °C
Boiling point 100-102 °C
Solubility in other solvents water: 50 g/l (20 °C)
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-Pentanone (also known as diethyl ketone) is simple, symmetrical dialkyl ketone. It is a colorless liquid ketone with an odor like that of acetone. It is soluble in about 25 parts water, but miscible with organic solvents. It is mainly used as a solvent in paint and a precursor to vitamin E.[1] Two related and more important ketones are 3-pentanone are 2-pentanone and methyl isopropyl ketone.

3-Pentanone is produced industrially from propionic acid using metal oxide catalysts:

2 CH3CH2CO2H → (CH3CH2)2CO + CO2 + H2O

It can also be prepared from ethylene, CO, and H2.[1]

Safety

The TLV value for 3-pentanone is 200 ppm (705 mg/m3).[1]

References

  1. ^ a b c Hardo Siegel, Manfred Eggersdorfer "Ketones" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, 2002 by Wiley-VCH, Wienheim. doi:10.1002/14356007.a15_077