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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)

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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Water soluble Ln (III)-based metallopolymer with AIE-active and ACQ-effect lanthanide behaviors for detection of nanomolar pyrophosphate
Zhang Z, et al.
Sensors and Actuators B, Chemical, 282(5), 999-1007 (2019)
Pijush Kumar Paul et al.
Acta pharmaceutica (Zagreb, Croatia), 67(2), 149-168 (2017-06-08)
In this study, we investigate molecularly imprinted polymers (MIPs), which form a three-dimensional image of the region at and around the active binding sites of pharmaceutically active insulin or are analogous to b cells bound to insulin. This approach was
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
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)
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)
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