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Methyl vinyl ketone

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Methyl vinyl ketone
Skeletal formula
Ball-and-stick model
Names
IUPAC name Butenone
Other names Butenone,
Methyl vinyl ketone
MVK
Methylene acetone
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.055 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3Key: FUSUHKVFWTUUBE-UHFFFAOYSA-N
  • InChI=1/C4H6O/c1-3-4(2)5/h3H,1H2,2H3Key: FUSUHKVFWTUUBE-UHFFFAOYAV
SMILES
  • CC(=O)C=C
Properties
Chemical formula C4H6O
Molar mass 70.09 g/mol
Density 0.8407 g/cm
Melting point -7 °C
Boiling point 81.4 °C
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
4 3 2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Methyl vinyl ketone (MVK) is a reactive organic compound classified as an enone. It is a colorless, flammable, highly toxic liquid with a pungent odor. It is easily soluble in water, methanol, ethanol, acetone, and acetic acid.

MVK has been prepared industrially by the condensation of acetone and formaldehyde, followed by dehydration.

MVK can act as an alkylating agent because it is an effective Michael acceptor. Its alkylating ability is both the source of its high toxicity and the feature that makes it a useful intermediate in organic synthesis. MVK will polymerize spontaneously, and is used in the manufacture of plastic polymers. It is also an intermediate in the synthesis of steroids and vitamin A.

MVK is extremely hazardous upon inhalation causing coughing, wheezing and shortness of breath even at low concentrations. It will also readily cause irritation of the skin, eyes, and mucous membranes.

References

  1. Merck Index, 11th Edition, 6052.

External links

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