Methyl cyanoacrylate

Methyl cyanoacrylate
Structural fomula of methyl cyanoacrylate
Ball-and-stick model of the methyl cyanoacrylate molecule
Names
IUPAC name
Methyl 2-cyanopropenoate
Other names
2-cyano-2-propenoic acid methyl ester; methyl 2-cyanoacrylate; MCA; methyl alpha-cyanoacrylate; Mecrylate, Ad/here, Adhere, CA 7, Cemedine 3000, Coapt, Cyanobond 5000, Eastman 910, Fimofix P 1048, Mecrilat, Mecrilate, Sicomet 7000, Three Bond 1701[1]
Identifiers
137-05-3 N
ChemSpider 8387 YesY
Jmol interactive 3D Image
PubChem 8711
Properties
C5H5NO2
Molar mass 111.1 g/mol
Density 1.1
Melting point −40 °C (−40 °F; 233 K)
Boiling point 48 to 49 °C (118 to 120 °F; 321 to 322 K) (2.5-2.7 mm Hg)
30% (20°C)[2]
Vapor pressure 0.2 mmHg (25°C)[2]
Hazards
Flash point 79 °C; 174 °F; 352 K [2]
US health exposure limits (NIOSH):
none[2]
TWA 2 ppm (8 mg/m3) ST 4 ppm (16 mg/m3)[2]
N.D.[2]
Related compounds
Ethyl cyanoacrylate
Butyl cyanoacrylate
Octyl cyanoacrylate
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

Methyl cyanoacrylate (MCA) is an organic compound that contains several functional groups, a methyl ester, a nitrile, and an alkene. It is a colorless liquid with low viscosity. Its chief use is as the main component of cyanoacrylate glues.[3] It can be encountered under many trade names. Methyl cyanoacrylate is less commonly encountered than ethyl cyanoacrylate.

It is soluble in acetone, methyl ethyl ketone, nitromethane, and dichloromethane.[4] MCA polymerizes rapidly in presence of moisture.

Safety

Heating the polymer causes depolymerization of the cured MCA, producing gaseous products strongly irritant to lungs and eyes. In regards to occupational exposure to MCA, the National Institute for Occupational Safety and Health recommends workers do not exceed exposures over 2 ppm (8 mg/m3) over an eight-hour workshift, or over 4ppm (16 mg/m3) over a short-term exposure.[5]

References

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