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477028

Sigma-Aldrich

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:
868-77-9
Molecular Weight:
130.14
Beilstein/REAXYS Number:
1071583
MDL number:
MFCD00002863
UNSPSC Code:
12162002
PubChem Substance ID:
24871325
NACRES:
NA.23

vapor density

5 (vs air)

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

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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). 

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

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
MKCR4776
MKCR0205
MKCQ9931
MKCR6501
MKCQ4118

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Chiellini, F., et al.
Biomedical Polymers and Polymer Therapeutics, 63 (2001)
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)
Hong Ying Li et al.
Journal of materials science. Materials in medicine, 24(8), 2001-2011 (2013-05-25)
Tissue engineered scaffolds and matrices have been investigated over the past decade for their potential in spinal cord repair. They provide a 3-D substrate that can be permissive for nerve regeneration yet have other roles including neuroprotection, altering the inflammatory
Duncan Chege et al.
Journal of acquired immune deficiency syndromes (1999), 65(5), 517-525 (2013-11-22)
To evaluate if systemic murine malarial infection enhances HIV susceptibility through parasite-induced mucosal immune alterations at sites of HIV sexual exposure. Malaria and HIV have a high degree of geographical overlap and interact substantially within coinfected individuals. We used a
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