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

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

≥99%

contains

≤50 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) 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

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
MKCZ9739
MKCZ6057
MKCZ3268
MKCX8640
MKCX4662

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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
Brendan P Purcell et al.
Biomaterials, 33(31), 7849-7857 (2012-07-28)
Poor cell engraftment in the myocardium is a limiting factor towards the use of bone marrow derived cells (BMCs) to treat myocardial infarction (MI). In order to enhance the engraftment of circulating BMCs in the myocardium following MI, we have
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