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ketene

Structure via PubChem · Public domain (PubChem)

EntityQ421032· pop 26· linked from 246 articles

Also known as Carbomethene, Keto-ethylene, Ethylenone

Ethenone is the formal name for ketene, an organic compound with formula or . It is the simplest member of the ketene class. It is an important reagent for acetylations.

Chemical data

Formula
C2H2O
Molecular weight
42.04 g/mol
IUPAC name
ethenone
SMILES
C=C=O
InChIKey
CCGKOQOJPYTBIH-UHFFFAOYSA-N
XLogP
0.8
Polar surface area
17.1 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
42.011
Show 12 more facts
chemical formula
C₂H₂O
NIOSH Pocket Guide ID
0367
canonical SMILES
C=C=O
ionization energy
9.61
melting point
-151
boiling point
-49.81
vapor pressure
1
immediately dangerous to life or health
8.6
time-weighted average exposure limit
0.9
short-term exposure limit
3
Commons category
Ethenone
electric dipole moment
1.422
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Article

9 sections
Contents
  • Properties
  • Preparation
  • History
  • Natural occurrence
  • Use
  • Hazards
  • References
  • Literature
  • External links

Ethenone is the formal name for ketene, an organic compound with formula or . It is the simplest member of the ketene class. It is an important reagent for acetylations.

== Properties == Ethenone is a highly reactive gas (at standard conditions) and has a sharp, irritating odour. It is reasonably stable only at low temperatures (−80 °C). It must therefore always be prepared for each use and processed immediately, otherwise a dimerization to diketene occurs, or polymers are formed that are difficult to handle. Its polymerization can be reduced by adding sulfur dioxide. Because of its cumulative double bonds, it adds readily to H-acidic compounds, reacting with water, for example, to form acetic acid, and with primary or secondary amines to yield the corresponding acetamides.

Gallery (8)

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