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Sigma-Aldrich

2-Hydroxyethyl methacrylate

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

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Synonym(s):
1,2-Ethanediol mono(2-methylpropenoate), Glycol methacrylate, HEMA
Linear Formula:
CH2=C(CH3)COOCH2CH2OH
CAS Number:
868-77-9
Molecular Weight:
130.14
Beilstein:
1071583
MDL number:
MFCD00002863
PubChem Substance ID:
24871325
NACRES:
NA.23

vapor density

5 (vs air)

Quality Level

200

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

Signal Word

Warning

Hazard Statements

H315 - H317 - H319

Hazard Classifications

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

Storage Class Code

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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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
Chiellini, F., et al.
Biomedical Polymers and Polymer Therapeutics, 63 (2001)
Jie Yin et al.
Advanced materials (Deerfield Beach, Fla.), 24(40), 5441-5446 (2012-08-24)
Ordered herringbone patterns with deterministic long and short wavelengths are created using a sequential wrinkling strategy (SWS). Patterns with a prescribed zig-zag turning angle less than 90° are obtained upon sequential wrinkling of non-equi-biaxial prestrain for the first time. SWS
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