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Sigma-Aldrich

N,N′-Methylenebis(acrylamide)

99%

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Synonym(s):
Bis-acrylamide
Linear Formula:
(H2C=CHCONH)2CH2
CAS Number:
110-26-9
Molecular Weight:
154.17
EC Number:
203-750-9
MDL number:
MFCD00008625
PubChem Substance ID:
24848761
Flavis number:
7.107
NACRES:
NB.22

vapor density

5.31 (vs air)

Quality Level

100

Assay

99%

form

powder

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.

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Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Carc. 1B - Muta. 1B - Repr. 2 - STOT RE 1 Oral

Target Organs

Peripheral nervous system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Vivian Rachel Feig et al.
Advanced materials (Deerfield Beach, Fla.), 31(39), e1902869-e1902869 (2019-08-16)
Due to their high water content and macroscopic connectivity, hydrogels made from the conducting polymer PEDOT:PSS are a promising platform from which to fabricate a wide range of porous conductive materials that are increasingly of interest in applications as varied
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