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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:
Molecular Weight:
115.13
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - STOT RE 2 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

298.4 °F - closed cup

Flash Point(C)

148 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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
Sifani Zavahir et al.
Nanomaterials (Basel, Switzerland), 10(7) (2020-07-28)
Soft actuators based on hydrogel materials, which can convert light energy directly into mechanical energy, are of the utmost importance, especially with enhancements in device development. However, the hunt for specific photothermal nanomaterials with distinct performance remains challenging. In this
Gonzalo Rosso et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 44(4), 1263-1270 (2017-11-29)
Migration of Schwann cells (SCs) progenitors and neurite outgrowth from embryonic dorsal root ganglions (DRGs) are two central events during the development of the peripheral nervous system (PNS). How these two enthralling events preceding myelination are promoted is of great
Akira Matsumoto et al.
Communications biology, 3(1), 313-313 (2020-06-20)
Accumulating evidence demonstrates that not only sustained elevation of blood glucose levels but also the glucose fluctuation represents key determinants for diabetic complications and mortality. Current closed-loop insulin therapy option is limited to the use of electronics-based systems, although it

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