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Merck
CN

146072

N,N′-Methylenebis(acrylamide)

99%

Synonym(s):

Bis-acrylamide

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About This Item

Linear Formula:
(H2C=CHCONH)2CH2
CAS Number:
110-26-9
Molecular Weight:
154.17
Flavis number:
7.107
PubChem Substance ID:
24848761
UNSPSC Code:
41105319
NACRES:
NB.22
EC Number:
203-750-9
MDL number:
MFCD00008625

Key Documents

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Product Name

N,N′-Methylenebis(acrylamide), 99%

InChI key

ZIUHHBKFKCYYJD-UHFFFAOYSA-N

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)

SMILES string

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

vapor density

5.31 (vs air)

assay

99%

form

powder

mp

>300 °C (lit.)

solubility

water: soluble 20 g/L at 20 °C

storage temp.

2-8°C

Quality Level

100

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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.

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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

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

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8217
WXBF6990V
MKCZ3510
WXBF6610V
MKCX9228

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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
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
View All Related Papers

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