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697931

Sigma-Aldrich

N-Hydroxyethyl acrylamide

contains 1,000 ppm monomethyl ether hydroquinone as stabilizer, 97%

Synonym(s):

N-(2-Hydroxyethyl)acrylamide, HEAA

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About This Item

Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
7646-67-5
Molecular Weight:
115.13
MDL number:
MFCD11110645
UNSPSC Code:
12162002
PubChem Substance ID:
329761968
NACRES:
NA.23

assay

97%

form

liquid

contains

1,000 ppm monomethyl ether hydroquinone as stabilizer

refractive index

n20/D 1.505

bp

129-130 °C

density

1.111 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

OCCNC(=O)C=C

InChI

1S/C5H9NO2/c1-2-5(8)6-3-4-7/h2,7H,1,3-4H2,(H,6,8)

InChI key

UUORTJUPDJJXST-UHFFFAOYSA-N

Application

N-Hydroxyethyl acrylamide is an amphipathic polymer that can be used for a variety of applications such as:
  • preparation of hydrogels for the formation of a stimulo-responsive polymer for cell signaling and bioengineering research
  • in the synthesis of lanthanide based luminescent materials for sensors and bio-imaging
  • formation of adhesive hydrogel for potential usage in the smart adhesives

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

hcodes

H318,H373

Hazard Classifications

Eye Dam. 1 - STOT RE 2 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

298.4 °F - closed cup

flash_point_c

148 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Urara Hasegawa et al.
Macromolecular bioscience, 16(7), 1009-1018 (2016-03-10)
Furoxans, or 1,2,5-oxadiazole-N-oxides, are a class of nitric oxide (NO)-donating compounds that release NO in response to thiol-containing molecules. In this study, polymeric micelles bearing furoxan moieties are prepared from an amphiphilic block copolymer consisting of a hydrophobic furoxan-bearing block
Xinyu Hu et al.
ChemMedChem, 12(19), 1600-1609 (2017-09-01)
Salecan is a water-soluble extracellular β-glucan and has excellent physicochemical and biological properties for hydrogel preparation. In this study, a new pH/magnetic field dual-responsive hydrogel was prepared by the graft copolymerization of salecan with 4-pentenoic acid (PA) and N-hydroxyethylacrylamide (HEAA)
pH responsive and oxidation resistant wet adhesive based on reversible catechol-boronate complexation
Narkar AR, et al.
Chemistry of Materials, 28(15), 5432-5439 (2016)
Mai N Vu et al.
Small (Weinheim an der Bergstrasse, Germany), 16(33), e2002861-e2002861 (2020-06-26)
A key concept in nanomedicine is encapsulating therapeutic or diagnostic agents inside nanoparticles to prolong blood circulation time and to enhance interactions with targeted cells. During circulation and depending on the selected application (e.g., cancer drug delivery or immune modulators)
Harriet Louise Judah et al.
Polymers, 12(11) (2020-11-08)
The use of covalently crosslinked nanogels for applications in biology and medicine is dependent on their properties and characteristics, which often change because of the biological media involved. Understanding the role of salts, ionic strength and pH in altering specific
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