Acetone

chemical compound

Acetone, or propanone, is an organic compound with the chemical formula (CH3)2CO. This clear, mobile, easy-to-burn liquid is the simplest example of the ketones. Acetone can be mixed with water. It is an important solvent, often to clean things in the laboratory. Common uses of acetone in the home are as the active ingredient in nail polish remover and as paint thinner. It is a common building block in organic chemistry.

Acetone[1]
Full structural formula of acetone with dimensions
Full structural formula of acetone with dimensions
Skeletal formula of acetone
Skeletal formula of acetone
Ball-and-stick model of acetone
Ball-and-stick model of acetone
Space-filling model of acetone
Space-filling model of acetone
Names
Preferred IUPAC name
Propan-2-one[7]
Other names
  • Acetone
  • Dimethyl ketone[2]
  • Dimethyl carbonyl
  • β-Ketopropane[2]
  • Propanone[3]
  • 2-Propanone[2]
  • Dimethyl formaldehyde[4]
  • Pyroacetic spirit (archaic)[5]
  • Ketone propane[6]
Identifiers
  • 67-64-1 checkY
3D model (JSmol)
3DMet
Beilstein Reference635680
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.000.602
EC Number
  • 200-662-2
Gmelin Reference1466
KEGG
MeSHAcetone
PubChem CID
RTECS number
  • AL3150000
UNII
UN number1090
CompTox Dashboard (EPA)
SMILES
  • CC(=O)C
Properties
C3H6O
Molar mass58.08 g·mol−1
AppearanceColorless liquid
OdorPungent, irritating, floral, cucumber like
Density0.7845 g/cm3 (25 °C)
Melting point −94.7 °C (−138.5 °F; 178.5 K)[12]
Boiling point 56.05 °C (132.89 °F; 329.20 K)[12]
Miscible
SolubilityMiscible in benzene, diethyl ether, methanol, chloroform, ethanol[8]
log P-0.16[9]
Vapor pressure
  • 9.39 kPa (0 °C)
  • 30.6 kPa (25 °C)
  • 374 kPa (100 °C)
  • 2.8 MPa (200 °C)[2]
Acidity (pKa)
−33.78·10−6 cm3/mol
1.3588 (VD = 54.46)
Viscosity0.295 mPa·s (25 °C)[8]
Structure
Trigonal planar at C2
Dihedral at C2
2.91 D
Thermochemistry
Std enthalpy of
formation ΔfHo298
(−250.03)  (−248.77) kJ/mol
Std enthalpy of
combustion ΔcHo298
−1.772 MJ/mol
Standard molar
entropy So298
200.4 J/(mol·K)
Specific heat capacity, C125.45 J/(mol·K)
Hazards
NFPA 704

3
1
0
 
Explosive limits2.6–12.8%[13]
U.S. Permissible
exposure limit (PEL)
1000 ppm (2400 mg/m3)[6]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Sources