292818

Sigma-Aldrich

2-Hydroxyethyl acrylate

96%, contains 200-650 ppm monomethyl ether hydroquinone as inhibitor

Synonym(s):
Ethylene glycol monoacrylate
Linear Formula:
CH2=CHCOOCH2CH2OH
CAS Number:
Molecular Weight:
116.12
Beilstein/REAXYS Number:
969853
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

vapor density

>1 (vs air)

vapor pressure

<0.1 mmHg ( 20 °C)

assay

96%

contains

200-650 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.45 (lit.)

bp

90-92 °C/12 mmHg (lit.)

density

1.011 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OCCOC(=O)C=C

InChI

1S/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2

InChI key

OMIGHNLMNHATMP-UHFFFAOYSA-N

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General description

2-Hydroxyethyl acrylate is a hydroxyl group containing vinyl monomer.

Application

Porous hydrogels can be prepared by copolymerization of 2-hydroxyethyl acrylate and a cross linking agent. 2-hydroxyethyl acrylate may be used in the synthesis of amphilic block copolymers by nitroxide mediated living radical polymeration. Also, it may be used to prepare tuned poly(hydroxyethyl acrylate) by atom transfer radical polymerization.

Packaging

18 L in composite drum
250 mL in glass bottle
1 L in glass bottle

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN2922 - class 8 - PG 2 - EHS - acidic - Corrosive liquids, toxic, n.o.s., HI: all

WGK Germany

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Yan Xiao et al.
Macromolecular bioscience, 9(7), 713-720 (2009-02-27)
Two initiators containing a cleavable ester bond were compared in the lipase-catalyzed ROP of CL and PDL. The results show that transesterification reactions are present at high rates throughout the enzymatic ROP and start at low conversion. HEA and HEMA...
Karen McAllister et al.
Journal of the American Chemical Society, 124(51), 15198-15207 (2002-12-19)
Polymeric nanogel vectors were developed for cellular gene and antisense delivery. Inverse microemulsion polymerization was utilized to synthesize biocompatible nanogels with controlled size, morphology, and composition. The chemical composition, size, polydispersity, stability, and swelling behavior of the nanogels were investigated...
M Lepag et al.
Physics in medicine and biology, 46(10), 2665-2680 (2001-11-01)
Polymer gel dosimeters of different formulations were manufactured from different monomers of acrylamide, acrylic acid, methacrylic acid, 1-vinyl-2-pyrrolidinone, 2-hydroxyethyl methacrylate and 2-hydroxyethyl acrylate. Gelatin and agarose were used as the gelling agents and N,N'-methylene-bis-acrylamide was used as a co-monomer in...
Porous poly (2-hydroxyethyl acrylate) hydrogels.
Monleon Pradas M, et al.
Polymer, 42(10), 4667-4674 (2001)
Sabrina Dehn et al.
Biomacromolecules, 13(9), 2739-2747 (2012-07-10)
A strategy is presented that exploits the ability of synthetic polymers of different nature to disturb the strong self-assembly capabilities of amyloid based β-sheet forming peptides. Following a convergent approach, the peptides of interest were synthesized via solid-phase peptide synthesis...
Articles
The manufacture of monomers for use in ophthalmic applications is driven by the need for higher purity, improved reliability of manufacturing supply, but ultimately by the need for the increased comfort, convenience, and safety of contact lens wearers. Daily wear contact lenses have the potential to fill this need for many customers; however, their widespread use is constrained by higher costs compared to weekly- or monthly-based lenses. New approaches that improve cost structure and result in higher quality raw materials are needed to help make contact lenses more affordable and accelerate growth of the contact lens market.
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