Methyl 2-chloroacrylate

Methyl 2-chloroacrylate
Names
	Preferred IUPAC name Methyl 2-chloroprop-2-enoate
	Other names *2-Chloro-2-propenoic acid, methyl ester 2-Chloroacrylic acid methyl ester; 2-Chloroacrylic acid, methyl ester; 2-Propenoic acid, 2-chloro-, methyl ester; Acrylic acid, 2-chloro-, methyl ester; Methyl 2-chloro-2-propenoate; Methyl 2-chloropropenoate; Methyl alpha-chloroacrylate; Methyl-alpha-chloroacrylate; Propenoic acid, 2-chloro-, methyl ester;
Identifiers
CAS Number	80-63-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	6407;
ECHA InfoCard	100.001.181
PubChem CID	6659;
UNII	47PG4L077J ;
CompTox Dashboard (EPA)	DTXSID4025585 ;
	SMILES COC(=O)C(=C)Cl;
Properties
Chemical formula	C4H5ClO2
Molar mass	120.53 g·mol−1
Appearance	Colorless liquid
Density	1.189 g/cm3 at 68 °F (20 °C)
Boiling point	52 °C; 126 °F; 325 K at 51.0 mmHg
Solubility in water	Insoluble in water
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methyl 2-chloroacrylate is a colorless liquid used in manufacture of acrylic high polymer similar to polymethylmethacrylate. It is also used as a monomer for certain specialty polymers.^[2]

Methyl 2-chloroacrylate is polymerizable, insoluble in water, and a skin, eye, and lung irritant. Inhalation of vapors causes pulmonary edema. Trace amounts on the skin cause large blisters.^[1]

2-Aminothiazoline-4-carboxylic acid, an intermediate in the industrial synthesis of L-cysteine, is produced by the reaction of thiourea with methyl 2-chloroacrylate.^[3]

References

^ ^a ^b ^c U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office
^ "Cameo Chemicals". Retrieved 26 May 2012.
^ Karlheinz Drauz, Ian Grayson, Axel Kleemann, Hans-Peter Krimmer, Wolfgang Leuchtenberger, Christoph Weckbecker (2006). Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_057.pub2. ISBN 978-3-527-30673-2.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)

[EPA-1] U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office

[2] "Cameo Chemicals". Retrieved 26 May 2012.

[3] Karlheinz Drauz, Ian Grayson, Axel Kleemann, Hans-Peter Krimmer, Wolfgang Leuchtenberger, Christoph Weckbecker (2006). Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_057.pub2. ISBN 978-3-527-30673-2.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)

[1]

[2]

[3]