All Photos(3)

146072

Sigma-Aldrich

N,N′-Methylenebis(acrylamide)

99%

Synonym(s):
Bis-acrylamide
Linear Formula:
(H2C=CHCONH)2CH2
CAS Number:
Molecular Weight:
154.17
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
7.107
NACRES:
NB.22

Quality Level

vapor density

5.31 (vs air)

assay

99%

mp

>300 °C (lit.)

solubility

water: soluble 20 g/L at 20 °C

storage temp.

2-8°C

SMILES string

C=CC(=O)NCNC(=O)C=C

InChI

1S/C7H10N2O2/c1-3-6(10)8-5-9-7(11)4-2/h3-4H,1-2,5H2,(H,8,10)(H,9,11)

InChI key

ZIUHHBKFKCYYJD-UHFFFAOYSA-N

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General description

N,N′-Methylenebis(acrylamide) is a cross linking agent that polymerizes with acrylamide and creates cross links within the polyacrylamide gel. It is capable of creating a network rather than linear chains which helps in maintaining the firmness of gel.

Application

N,N′-Methylenebis(acrylamide) has been used in gel preparation. It has also been used as a test compound for studying the biochemical isolation of insoluble Tau in transgenic mouse models of tauopathy by examining the two main isolation methods sarkosyl and formic acid extraction.
Cross-linking agent for preparation of polyacrylamides.

Packaging

100, 500 g in poly bottle

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Muta. 1B

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK Germany

WGK 2

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Carl Julien et al.
Methods in molecular biology (Clifton, N.J.), 849, 473-491 (2012-04-25)
Tau is a highly soluble microtubule-associated protein (MAP) that is abundant in the central nervous system and expressed mainly in neuronal axons. Intracellular aggregates of insoluble tau protein are present in a group of neurodegenerative diseases called tauopathies, which include...
Edwin Makhado et al.
International journal of biological macromolecules, 119, 255-269 (2018-07-23)
In the present study, facile and efficient method was adopted for the synthesis of graft copolymer hydrogel by graft copolymerization of acrylic acid (AA) onto xanthan gum (XG) biopolymer in the presence of N,N'-Methylenebisacrylamide (MBA), and ammonium persulfate (APS) as...
Timothy Olding et al.
Journal of medical physics, 36(1), 3-14 (2011-03-25)
This paper explores the combination of cone beam optical computed tomography with an N-isopropylacrylamide (NIPAM)-based polymer gel dosimeter for three-dimensional dose imaging of small field deliveries. Initial investigations indicate that cone beam optical imaging of polymer gels is complicated by...
Damla Keskin et al.
Biomacromolecules, 20(1), 243-253 (2018-12-05)
Bacterial infection is a severe problem especially when associated with biomedical applications. This study effectively demonstrates that poly- N-isopropylmethacrylamide based microgel coatings prevent bacterial adhesion. The coating preparation via a spraying approach proved to be simple and both cost and...
Roongnapa Suedee et al.
Journal of chromatography. A, 1114(2), 239-249 (2006-03-15)
A temperature sensitive dopamine-imprinted polymer was prepared in 80% aqueous methanol solution by free-radical cross-linking co-polymerisation of methacrylic acid and acrylamide at 60 degrees C in the presence of N,N-methylene-bis-acrylamide as the cross-linker and dopamine hydrochloride as template molecule. The...

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