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Merck
CN

477028

2-Hydroxyethyl methacrylate

≥99%, contains ≤50 ppm monomethyl ether hydroquinone as inhibitor

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:
Molecular Weight:
130.14
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1071583
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vapor density

5 (vs air)

Quality Level

vapor pressure

0.01 mmHg ( 25 °C)

assay

≥99%

contains

≤50 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.453 (lit.)

bp

67 °C/3.5 mmHg (lit.)

density

1.073 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCCO

InChI

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

InChI key

WOBHKFSMXKNTIM-UHFFFAOYSA-N

General description

2-Hydroxyethyl methacrylate (HEMA) is biocompatible in nature. Polymeric hydrogel scaffold can be produced by polymerizing HEMA in water.

Application

A polymeric hydrogel for drug delivery. Patent has been applied for the development of artificial cornea or KPro, it is composed of pHEMA (polymerized from HEMA) and poly (methyl methacrylate)(PMMA). HEMA may be used as a macromonomer for the synthesis of 2-hydroxyethylmethacrylate-poly(ε-caprolactone) (HEMA-PCL) by coordinated anionic ring opening polymerization (ROP). 


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Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

222.8 °F - closed cup

flash_point_c

106 °C - closed cup



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Articles

With dentists placing nearly 100 million dental fillings into patients′ teeth annually in the U.S. alone, polymeric composite restoratives account for a very large share of the biomaterials market.


Synthesis of graft copolymers of poly(methacrylic acid)-g-poly(?-caprolactone) by coupling ROP and RAFT polymerizations
Kiehl J, et al.
Polymer, 53(3), 2012-2012 (2012)
Designing a gas foamed scaffold for keratoprosthesis
Zellander A, et al.
Materials Science and Engineering, C, 33(6), 3396-3403 (2013)
Chiellini, F., et al.
Biomedical Polymers and Polymer Therapeutics, 63 (2001)



Global Trade Item Number

SKUGTIN
477028-100ML04061835383078
477028-25ML04061837408014