Glycidyl methacrylate

Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol. Containing both an epoxide and an acrylate groups, the molecule is bifunctional. It is a common monomer used in the production of epoxy resins. While typical home epoxies contain diglycidyl ether of bisphenol A (DGEBA), glycidyl methacrylate is instead used to provide epoxy functionalization to polyolefins and other acrylate resins. Glycidyl methacrylate is produced by several companies worldwide, including Dow Chemical. It is used to prepare a range of composites.

Glycidyl methacrylate
Names
IUPAC name
oxiran-2-ylmethyl 2-methylprop-2-enoate
Other names
glycidyl methacrylate, 2,3-epoxypropyl methacrylate, 2-((Methacryloxy)methyl)oxirane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.130
UNII
  • InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3 Y
    Key: VOZRXNHHFUQHIL-UHFFFAOYSA-N Y
  • InChI=1/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3
    Key: VOZRXNHHFUQHIL-UHFFFAOYAT
  • CC(=C)C(=O)OCC1CO1
Properties
C7H10O3
Molar mass 142.1546 g/mol
Appearance colorless liquid
Density 1.07 g/cm3
Boiling point 189.0 °C (372.2 °F; 462.1 K)
ca 50g/l
Hazards
Flash point 76.0 °C (168.8 °F; 349.1 K)
389.0 °C (732.2 °F; 662.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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