Methacrolein

Methacrolein
Names
IUPAC name
2-Methylprop-2-enal
Other names
Methacrolein
Methacrylaldehyde
Isobutenal
Identifiers
78-85-3 YesY
3D model (Jmol) Interactive image
ChemSpider 6314 YesY
ECHA InfoCard 100.001.046
PubChem 6562
Properties
C4H6O
Molar mass 70.09 g/mol
Density 0.847 g/cm3
Melting point −81 °C (−114 °F; 192 K)
Boiling point 69 °C (156 °F; 342 K)
Related compounds
Related alkenals
 Citral

Citronellal
trans-2-Methyl-2-butenal

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

Methacrolein, or methacrylaldehyde, is an unsaturated aldehyde. It is a clear, colorless, flammable liquid.

Methacrolein is one of two major products resulting from the reaction of isoprene with OH in the atmosphere, the other product being Methyl vinyl ketone (MVK, also known as butenone).[1] These compounds are important components of the atmospheric oxidation chemistry of biogenic chemicals, which can result in the formation of ozone and/or particulates.

It is present in cigarette smoke.[2]

Industrially, the primary use of methacrolein is in the manufacture of polymers and synthetic resins.

Exposure to methacrolein is highly irritating to the eyes, nose, throat and lungs.

The essential oil of the plant Big Sagebrush (Artemisia tridentata) contains 5% methacrolein.[3]

See also

References

  1. ↑ Montzka, S. A., M. Trainer, P. D. Goldan, W. C. Kuster, and F. C. Fehsenfeld (1993), Isoprene and its oxidation products, methyl vinyl ketone and methacrolein, in the rural troposphere, J. Geophys. Res., 98(D1), 1101–1111, doi:10.1029/92JD02382.
  2. ↑ Roy J. Shephard (1982). "The risks of passive smoking". Google Books Search. Retrieved 2009-05-06.
  3. ↑ Shakhnoza, Azimova S. et al. (2012). Lipids, Lipophilic Components and Essential Oils from Plant Sources. Springer. p. 844. ISBN 9780857293237.
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