Methyl cyanoacrylate

Methyl cyanoacrylate
Structural fomula of methyl cyanoacrylate
Ball-and-stick model of the methyl cyanoacrylate molecule
Names
Preferred IUPAC name
Methyl 2-cyanoprop-2-enoate
Other names
Methyl 2-cyanopropenoate
Methyl 2-cyanoacrylate
2-Cyano-2-propenoic acid methyl ester
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
3D model (Jmol) Interactive image
ChemSpider 8387 YesY
ECHA InfoCard 100.004.796
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):
PEL (Permissible)
 none[2]
REL (Recommended)
 TWA 2 ppm (8 mg/m3) ST 4 ppm (16 mg/m3)[2]
IDLH (Immediate danger)
 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

  1. ↑ Methyl 2-cyanoacrylate at Cameo Chemicals
  2. 1 2 3 4 5 6 "NIOSH Pocket Guide to Chemical Hazards #0405". National Institute for Occupational Safety and Health (NIOSH).
  3. ↑ Methyl 2-cyanoacrylate at Inchem.org
  4. ↑ Palm Labs Adhesives
  5. ↑ CDC - NIOSH Pocket Guide to Chemical Hazards
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