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Sigma-Aldrich

2-Hydroxyethyl methacrylate

embedding medium (for microscopy)

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
EC Number:
212-782-2
MDL number:
MFCD00002863
UNSPSC Code:
12162002
PubChem Substance ID:
57647639
NACRES:
NA.25

grade

embedding medium (for microscopy)

Quality Level

100

vapor density

5 (vs air)

vapor pressure

0.01 mmHg ( 25 °C)

assay

≥99%

form

liquid

contains

~0.001% hydroquinone monomethyl ether as stabilizer

impurities

<250 mg/kg free acid (as methycrylic acid) (T)

refractive index

n20/D 1.453 (lit.)
n20/D 1.453

bp

67 °C/3.5 mmHg (lit.)

density

1.071 g/mL at 20 °C
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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Application

2-Hydroxyethyl methacrylate has been used in a study to describe a novel methodology for grafting polymers via radical photopolymerization initiated on gold surfaces by aryl layers from diazonium salt precursors. 2-Hydroxyethyl methacrylate has also been used in a study to provide insight into the induction of apoptosis and the differential expression of antioxidant enzymes depending on the availability of glutathione.

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Sarra Gam-Derouich et al.
Langmuir : the ACS journal of surfaces and colloids, 28(21), 8035-8045 (2012-05-03)
In this paper we describe a novel methodology for grafting polymers via radical photopolymerization initiated on gold surfaces by aryl layers from diazonium salt precursors. The parent 4-(dimethylamino)benzenediazonium salt was electroreduced on a gold surface to provide 4-(dimethylamino)phenyl (DMA) hydrogen
Stephanie Krifka et al.
Biomaterials, 33(21), 5177-5186 (2012-04-27)
Resin monomers like 2-hydroxyethyl methacrylate (HEMA) disturb cell functions including responses of the innate immune system, mineralization and differentiation, or induce cell death via apoptosis. These phenomena are associated with oxidative stress and a reduction in the concentration of the
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
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
Y Yoshida et al.
Journal of dental research, 91(11), 1060-1065 (2012-09-13)
Previous research showed that the functional monomer 10-methacryloxydecyl dihydrogen phosphate (MDP) ionically bonds to hydroxyapatite (HAp) and forms a nano-layered structure at the interface with HAp-based substrates. Such hydrophobic nano-layering is considered to contribute to the long-term durability of the
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