Methacrolein

Methacrolein
Skeletal formula of methacrolein	Ball-and-stick model of methacrolein
Names
	IUPAC name 2-Methylprop-2-enal
	Other names Methacrolein; Methacrylaldehyde; Isobutenal
Identifiers
CAS Number	78-85-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	6314 ;
ECHA InfoCard	100.001.046
PubChem CID	6562;
CompTox Dashboard (EPA)	DTXSID0052540 ;
	InChI InChI=1S/C4H6O/c1-4(2)3-5/h3H,1H2,2H3 Key: STNJBCKSHOAVAJ-UHFFFAOYSA-N ; InChI=1/C4H6O/c1-4(2)3-5/h3H,1H2,2H3 Key: STNJBCKSHOAVAJ-UHFFFAOYAU;
	SMILES O=CC(=C)C;
Properties
Chemical formula	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). verify (what is ?) 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]

References

^ 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.
^ Roy J. Shephard (1982). "The risks of passive smoking". Google Books Search. Retrieved 2009-05-06.
^ Lipids, Lipophilic Components and Essential Oils from Plant Sources. Springer. 2012. p. 844. ISBN 9780857293237. {{cite book}}: Cite uses deprecated parameter |authors= (help)

External links

Hazardous Substance Fact Sheet

This article about an alkene is a stub. You can help Wikipedia by expanding it.

[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] Lipids, Lipophilic Components and Essential Oils from Plant Sources. Springer. 2012. p. 844. ISBN 9780857293237. {{cite book}}: Cite uses deprecated parameter |authors= (help)

[1]

[2]

[3]

See also

References

External links