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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

Signal Word

Danger

Hazard Statements

H318,H373

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Pijush Kumar Paul et al.
International journal of pharmaceutics, 530(1-2), 279-290 (2017-08-03)
A molecularly imprinted polymer nanoparticle (MIP) was prepared by integrating a mixed functional monomer into a highly cross-linked polymer. The nanosized insulin as a template transferred into the binding cavities, anchored functional monomer(s) that the insulin structure formed within free
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)
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