Methyl 2-chloroacrylate

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
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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.181
UNII
  • COC(=O)C(=C)Cl
Properties
C4H5ClO2
Molar mass 120.53 g·mol−1
Appearance Colorless liquid
Density 1.189 g/cm3 at 68 °F (20 °C)[1]
Boiling point 52 °C; 126 °F; 325 K at 51.0 mmHg[1]
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 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
  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.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)
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