Methyl vinyl ketone

Methyl vinyl ketone[1]
IUPAC name Butenone
Other names Butenone, Methyl vinyl ketone MVK Methylene acetone
Identifiers
CAS number	78-94-4 Y
PubChem	6570
ChemSpider	6322 Y
ChEBI	CHEBI:48058 Y
Jmol-3D images	Image 1
SMILES CC(=O)C=C
InChI InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3 Y Key: FUSUHKVFWTUUBE-UHFFFAOYSA-N Y InChI=1/C4H6O/c1-3-4(2)5/h3H,1H2,2H3 Key: FUSUHKVFWTUUBE-UHFFFAOYAV
Properties
Molecular formula	C4H6O
Molar mass	70.09 g/mol
Density	0.8407 g/cm3
Melting point	−7 °C
Boiling point	81.4 °C
Hazards
NFPA 704	3 4 2
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

• NJ Hazardous Substance Factsheet for methyl vinyl ketone
• MSDS for methyl vinyl ketone