(Hydroxyethyl)methacrylate

(Hydroxyethyl)methacrylate


IUPAC name 2-Hydroxyethyl 2-methylprop-2-enoate
Other names HEMA; Hydroxyethylmethacrylate; Glycol methacrylate; Glycol monomethacrylate; Hydroxyethyl methacrylate; Ethylene glycol methacrylate; 2-(Methacryloyloxy)ethanol
Identifiers
CAS number	868-77-9^Y
ChemSpider	12791^Y
UNII	6E1I4IV47V^Y
KEGG	C14530^Y
ChEBI	CHEBI:34288^Y
Jmol-3D images	Image 1 Image 2
SMILES O=C(OCCO)\C(=C)C CC(=C)C(=O)OCCO
InChI InChI=1S/C6H10O3/c1-5(2)6(8)9-4-3-7/h7H,1,3-4H2,2H3^Y Key: WOBHKFSMXKNTIM-UHFFFAOYSA-N^Y InChI=1/C6H10O3/c1-5(2)6(8)9-4-3-7/h7H,1,3-4H2,2H3 Key: WOBHKFSMXKNTIM-UHFFFAOYAH
Properties
Molecular formula	C₆H₁₀O₃
Molar mass	130.14 g mol⁻¹
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Hydroxyethylmethacrylate or HEMA is the monomer that is used to make the polymer poly-hydroxyethylmethacrylate. The polymer is hydrophobic; however, when the polymer is subjected to water it will swell due to the molecule's hydrophilic pendant group. Depending on the physical and chemical structure of the polymer, it is capable of absorbing from 10 to 600% water relative to the dry weight. Because of this property, it was one of the first materials to be successfully used in the manufacture of flexible contact lenses^[1]

References

^ Blasco, Joe; Kehoe, Vincent J-R; The professional make-up artist : motion pictures, television, print, theatre; ISBN 0-9771580-0-4; LCC# PN2068.B53 2005