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Merck

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

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

SMILES string

CC(=C)C(=O)OCCO

InChI key

WOBHKFSMXKNTIM-UHFFFAOYSA-N

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
MKCQ4118
MKCN9233
MKCN9003
MKCN6550
MKCN5480

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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)
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)
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
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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