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Merck
CN

128635

2-Hydroxyethyl methacrylate

contains ≤250 ppm monomethyl ether hydroquinone as inhibitor, 97%

Synonym(s):

1,2-Ethanediol mono(2-methylpropenoate), Glycol methacrylate, HEMA

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About This Item

Linear Formula:
CH2=C(CH3)COOCH2CH2OH
CAS Number:
868-77-9
Molecular Weight:
130.14
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24847870
EC Number:
212-782-2
Beilstein/REAXYS Number:
1071583
MDL number:
MFCD00002863

Key Documents

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InChI key

WOBHKFSMXKNTIM-UHFFFAOYSA-N

InChI

1S/C6H10O3/c1-5(2)6(8)9-4-3-7/h7H,1,3-4H2,2H3

SMILES string

CC(=C)C(=O)OCCO

vapor density

5 (vs air)

vapor pressure

0.01 mmHg ( 25 °C)

assay

97%

form

liquid

contains

≤250 ppm monomethyl ether hydroquinone as inhibitor

Quality Level

200

bp

67 °C/3.5 mmHg (lit.)

density

1.073 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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General description

2-Hydroxyethyl methacrylate (HEMA) was the first monomer to be used to synthesize hydrogels for biomedical applications.The water swelling properties of HEMA are enhanced by copolymerization with more hydrophilic monomers.HEMA finds wide applications for drug delivery.

Application

HEMA is used in the synthesis of biologically functional poly (2-hydroxyethyl methacrylate) (PHEMA) coplymers. It is also used to prepare light responsive membranes of PHEMA, HEMA/ acrylamide based specific drug release hydrogel, and water soluble HEMA/methacrylic acid hydrogel for drug delivery. Effects of HEMA on the migration of dental pulp stem cells (in vitro) may be studied.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

flash_point_f

222.8 °F - closed cup

flash_point_c

106 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ4900
MKCZ0138
WXBF6017V
SDBB3593
MKCX5698

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Influence of the ionic character of a drug on its release rate from hydrogels based on 2-hydroxyethylmethacrylate and acrylamide synthesized by photopolymerization
Gomez ML, et al.
Express Polymer Letters, 6(30, 189-197 (2012)
Giovanna C R M Schver et al.
International journal of pharmaceutics, 581, 119292-119292 (2020-04-04)
The use of water-insoluble carriers for amorphous solid dispersions (ASDs) has attracted more recent interest as the kinetic solubility profiles (KSP) from these systems can achieve a more sustained level of supersaturation when compared with ASDs based on water-soluble polymers.
Drake W Williams et al.
Journal of endodontics, 39(9), 1156-1160 (2013-08-21)
Cell migration is an important step in pulpal wound healing. Although components in the resin-based dental materials are known to have adverse effects on pulp wound healing including proliferation and mineralization, their effects on cell migration have been scarcely examined.
Preparation of Light-responsive Membranes by a Combined Surface Grafting and Postmodification Process.
Scholler K, et al.
Journal of Visualized Experiments, 85, e51680-e51680 (2014)
Loretta A Idowu et al.
Polymers, 11(3) (2019-04-10)
2-Hydroxyethyl methacrylate (HEMA) is an important component of many acrylic resins used in coatings formulations, as the functionality ensures that the chains participate in the cross-linking reactions required to form the final product. Hence, the knowledge of their radical copolymerization
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