Glycidyl methacrylate

Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol. Containing both an epoxide and an acrylate group, 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.^[2] It is used to prepare a range of composites.^[3][4]

Glycidyl methacrylate^[1]

Names
IUPAC name oxiran-2-ylmethyl 2-methylprop-2-enoate
Other names glycidyl methacrylate, 2,3-epoxypropyl methacrylate, 2-((Methacryloxy)methyl)oxirane
Identifiers
CAS Number	106-91-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:132844 N
ChemSpider	7549 Y
ECHA InfoCard	100.003.130
PubChem CID	7837
UNII	R8WN29J8VF N
CompTox Dashboard (EPA)	DTXSID0025361
InChI 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
SMILES CC(=C)C(=O)OCC1CO1
Properties
Chemical formula	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)
Solubility in water	ca 50g/l
Hazards
Flash point	76.0 °C (168.8 °F; 349.1 K)
Autoignition temperature	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

See also

• Acrylate polymer
• Acrylate
• Methacrylate