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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:
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

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

Certificates of Analysis (COA)

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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
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Designing a gas foamed scaffold for keratoprosthesis
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