Ethylene glycol dimethacrylate

Ethylene glycol dimethacrylate^[1]

Names
IUPAC name 2-(Methacryloyloxy)ethyl methacrylate
Preferred IUPAC name ethane-1,2-diyl bis(2-methylprop-2-enoate)
Other names Methacrylic acid, ethylene ester; 1,2-Bis(methacryloyloxy)ethane; 1,2-Ethanediol dimethacrylate; Diglycol dimethacrylate; Ethanediol dimethacrylate; Ethylene dimethacrylate; Ethylene glycol bis(methacrylate); Ethylene glycol dimethacrylate; Ethylene methacrylate
Identifiers
CAS Number	97-90-5
3D model (JSmol)	Interactive image
Abbreviations	EGDMA
Beilstein Reference	1776663
ChEBI	CHEBI:53436
ChEMBL	ChEMBL1709582
ChemSpider	7077
ECHA InfoCard	100.002.380
EC Number	202-617-2
Gmelin Reference	637376
PubChem CID	7355
RTECS number	OZ4400000
UNII	7BK5G69305
CompTox Dashboard (EPA)	DTXSID1026615
InChI InChI=1S/C10H14O4/c1-7(2)9(11)13-5-6-14-10(12)8(3)4/h1,3,5-6H2,2,4H3 Key: STVZJERGLQHEKB-UHFFFAOYSA-N InChI=1/C10H14O4/c1-7(2)9(11)13-5-6-14-10(12)8(3)4/h1,3,5-6H2,2,4H3 Key: STVZJERGLQHEKB-UHFFFAOYAH
SMILES CC(=C)C(=O)OCCOC(=O)C(=C)C
Properties
Chemical formula	C10H14O4
Molar mass	198.218 g·mol−1
Density	1.051 g/mL
Melting point	−40 °C (−40 °F; 233 K)
Boiling point	98 to 100 °C (208 to 212 °F; 371 to 373 K) (5 mmHg)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H317, H319, H335, H412
GHS precautionary statements	P261, P264, P271, P272, P273, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P333+313, P337+313, P362, P363, P403+233, P405, P501
Flash point	101 °C (214 °F; 374 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ethylene glycol dimethylacrylate (EGDMA) is a diester formed by condensation of two equivalents of methacrylic acid and one equivalent of ethylene glycol.^[2]

EGDMA can be used in free radical copolymer crosslinking reactions. When used with methyl methacrylate, it leads to gel point at relatively low concentrations because of the nearly equivalent reactivities of all the double bonds involved.

It is used as a monomer to prepare Hydroxyapatite/Poly methyl methacrylate composites. EGDMA can be used in free radical copolymer crosslinking reactions.

References