Glycidyl methacrylate

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 396145758

| Reference = [http://www.chemexper.com/search/cas/106912.html ChemExper.com]

| Name = Glycidyl methacrylate

| ImageFile = Glycidyl methacrylate.svg

| ImageSize =

| IUPACName = oxiran-2-ylmethyl 2-methylprop-2-enoate

| OtherNames = glycidyl methacrylate, 2,3-epoxypropyl methacrylate, 2-((Methacryloxy)methyl)oxirane

| Section1 = {{Chembox Identifiers

| InChIKey = VOZRXNHHFUQHIL-UHFFFAOYAT

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = VOZRXNHHFUQHIL-UHFFFAOYSA-N

| CASNo = 106-91-2

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII = R8WN29J8VF

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 7549

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 132844

| PubChem = 7837

| SMILES = CC(=C)C(=O)OCC1CO1

| InChI = 1/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3

}}

| Section2 = {{Chembox Properties

| Formula = C₇H₁₀O₃

| MolarMass = 142.1546 g/mol

| Appearance = colorless liquid

| Density = 1.07 g/cm³

| MeltingPt =

| BoilingPtC = 189.0

| Solubility = ca 50g/l

| Solvent = water }}

| Section3 = {{Chembox Hazards

| MainHazards =

| FlashPtC = 76.0

| AutoignitionPtC = 389.0 }}

}}

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.[http://www.dow.com/en-us/markets-and-solutions/products/glycidylmethacrylate/glycidylmethacrylate/ Dow Chemical Marketing Page, retrieved November 2015] It is used to prepare a range of composites.{{cite journal |doi=10.1016/j.carbon.2011.06.095|title=Thermal conductivity and structure of non-covalent functionalized graphene/Epoxy composites |year=2011 |last1=Teng |first1=Chih-Chun |last2=Ma |first2=Chen-Chi M. |last3=Lu |first3=Chu-Hua |last4=Yang |first4=Shin-Yi |last5=Lee |first5=Shie-Heng |last6=Hsiao |first6=Min-Chien |last7=Yen |first7=Ming-Yu |last8=Chiou |first8=Kuo-Chan |last9=Lee |first9=Tzong-Ming |journal=Carbon |volume=49 |issue=15 |pages=5107–5116 }}{{cite journal |doi=10.1038/nmat1890|title=Multifunctional chondroitin sulphate for cartilage tissue–biomaterial integration |year=2007 |last1=Wang |first1=Dong-An |last2=Varghese |first2=Shyni |last3=Sharma |first3=Blanka |last4=Strehin |first4=Iossif |last5=Fermanian |first5=Sara |last6=Gorham |first6=Justin |last7=Fairbrother |first7=D. Howard |last8=Cascio |first8=Brett |last9=Elisseeff |first9=Jennifer H. |journal=Nature Materials |volume=6 |issue=5 |pages=385–392 |pmid=17435762 |pmc=8128046 }}