Ethenone

In organic chemistry, ethenone is the formal name for ketene, an organic compound with formula C2H2O or H2C=C=O. It is the simplest member of the ketene class. It is an important reagent for acetylations.

Ethenone
Names
Preferred IUPAC name
Ethenone
Other names
Ketene
Carbomethene
Keto-ethylene
Identifiers
3D model (JSmol)
1098282
ChEBI
ChemSpider
ECHA InfoCard 100.006.671
EC Number
  • 207-336-9
PubChem CID
RTECS number
  • OA7700000
UNII
  • InChI=1S/C2H2O/c1-2-3/h1H2 Y
    Key: CCGKOQOJPYTBIH-UHFFFAOYSA-N Y
  • InChI=1/C2H2O/c1-2-3/h1H2
    Key: CCGKOQOJPYTBIH-UHFFFAOYSA-N
  • InChI=1/C2H2O/c1-2-3/h1H2
    Key: CCGKOQOJPYTBIH-UHFFFAOYAO
SMILES
  • O=C=C
Properties
C2H2O
Molar mass 42.037 g/mol
Appearance Colourless gas
Odor penetrating
Density 1.93 g/cm3
Melting point −150.5 °C (−238.9 °F; 122.6 K)
Boiling point −56.1 °C (−69.0 °F; 217.1 K)
decomposes
Solubility soluble in acetone
ethanol
ethyl ether
aromatic solvents
halocarbons
Vapor pressure >1 atm (20°C)
Refractive index (nD)
 1.4355
Thermochemistry
51.75 J/K mol
Std enthalpy of
formation (ΔfH⦵298)
 -87.24 kJ/mol
Hazards
NFPA 704 (fire diamond)
4
4
1
Flash point −107 °C (−161 °F; 166 K)
Explosive limits 5.5-18%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 1300 mg/kg (oral, rat)
LC50 (median concentration)
 17 ppm (mouse, 10 min)
LCLo (lowest published)
 23 ppm (mouse, 30 min)
53 ppm (rabbit, 2 hr)
53 ppm (guinea pig, 2 hr)
750 ppm (cat, 10 min)
200 ppm (monkey, 10 min)
50 ppm (mouse, 10 min)
1000 ppm (rabbit, 10 min)
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 0.5 ppm (0.9 mg/m3)
REL (Recommended)
 TWA 0.5 ppm (0.9 mg/m3) ST 1.5 ppm (3 mg/m3)
IDLH (Immediate danger)
 5 ppm
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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