Quick Search

PRODUCTS

N,N′-METHYLENEBISACRYLAMIDE

N,N′-Methylenebisacrylamide = N,N'-methylenediacrylamide

CAS Number : 110-26-9 
EC Number  : 203-750-9
ECHA InfoCard    : 100.003.411 
PubChem CID    : 8041
Chemical formula  : C7H10N2O2
Molar mass      : 154.169 g·mol−1
Appearance      : white solid
Melting point      : 181–182 °C

Preferred IUPAC name : 
N,N′-Methylenedi(prop-2-enamide)

N,N′-Methylenebisacrylamide (MBAm or MBAA) is the organic compound with the formula CH2[NHC(O)CH=CH2]2. 
A colorlesss solid, this compound is a crosslinking agent in polyacrylamides, e.g., as used for SDS-PAGE.

Synthesis of N,N′-Methylenebisacrylamide
Acrylamide reacts with an aqueous solution of formaldehyde in the presence of copper(I) chloride as a polymerization inhibitor and sulfuric acid as catalyst to form N,N methylenebisacrylamide with yields of 60 to 80%.
The reaction proceeds via N-hydroxymethylacrylamide, which can be detected in alkaline solution and decomposes in acid to give N,N′-methylenebisacrylamide. 
Using acrylamide and paraformaldehyde in 1,2-dichloroethane gives a clear solution upon heating, from which MBA crystallizes.
In aqueous media, acrylonitrile also reacts with formaldehyde to give crude N,N′-methylenebisacrylamide, which can be purified by recrystallization with acetone/water.

Reactions and uses of N,N′-Methylenebisacrylamide
Under basic conditions, MBA reacts further with formaldehyde at the amide nitrogen to give N-hydroxymethyl,N,N′-methylenebisacrylamide. 
Nucleophiles such as alcohols, amines, or thiols add across the activated vinyl groups, giving mixtures of mono- and disubstituted products.
As a bifunctional electron-poor dienophile, MBA reacts with electron-rich dienes, such as cyclopentadiene, in Diels–Alder reactions, giving the corresponding norbornene adducts.

As a symmetric, unconjugated divinyl monomer, MBA can be used with suitable initiators in cyclopolymerizations to create linear, soluble polymers whose backbones are built from five- and seven-membered rings.
With acrylic and vinylic monomers such as acrylonitrile, acrylamide, and substituted acrylamides, MBA can undergo radical copolymerization to form highly crosslinked gels, using peroxides, UV light, or redox initiators.
The properties of such gels are determined by the crosslink density, and targeted gel formation using MBA crosslinking gives useful technical properties used in various applications, such as in adhesives, paints, and superabsorbents. 
In biochemistry, MBA is used for chromatography gels and polyacrylamide gel electrophoresis.

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

Application of N,N′-Methylenebisacrylamide
N,N′-Methylenebisacrylamide has been used in gel preparation. 
N,N′-Methylenebisacrylamide 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.

N,N′-Methylenebisacrylamide is a cross-linker reagent used for precise, critical PAGE gels. 
May be used in UV scanning gels. 
N,N′-Methylenebisacrylamide should mixed with acrylamide for making polyacrylamide gels for use in protein and nucleic acid electrophoresis. 
N,N′-Methylenebisacrylamide 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.

N,N′-Methylenebisacrylamide, also known as N,n'-methylene-bis(acrylamide), belongs to the class of organic compounds known as acrylic acids and derivatives. 
These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof. 
Based on a literature review a significant number of articles have been published on N,N′-Methylenebisacrylamide. 
This compound has been identified in human blood as reported by (PMID: 31557052 ). 

N,n'-methylenebisacrylamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. 
Technically N,N′-Methylenebisacrylamide is part of the human exposome. 
The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. 
An individual's exposure begins before birth and includes insults from environmental and occupational sources.

N,N′-Methylenebisacrylamide is a cross linking agent that readily polymerizes with acrylamide to create cross links within the polyacrylamide gel matrix. 
N,N′-Methylenebisacrylamide effectively creates a network rather than linear chains, a property that helps in maintaining the firmness of gel. 
N,N′-Methylenebisacrylamide is widely used in gel preparation and also as a test compound for studying the biochemical isolation of insoluble Tau protein in transgenic mouse models of tauopathy.

Used as an organic intermediate, cross-linking agent, for making polyacrylamides, and for preparing polyacrylamide gel for electrophoresis, chemical grouting, and other uses
May cause skin and eye irritation and symptoms indicative of nervous system effects; [NTP] May cause irritation; Harmful by ingestion and inhalation; May cause reproductive disorders, based on animal studies.

Use of N,N′-Methylenebisacrylamide
Used as photosensitive nylon and photosensitive plastic raw materials, building grouting materials, also used in photography, printing, plate making, etc; N,N′-Methylenebisacrylamide can be used as an efficient crosslinking agent in the polymerization of acrylic acid and acrylamide. 
N,N′-Methylenebisacrylamide is an oil field fracturing fluid, super absorbent resin, water plugging agent, concrete additive, alcohol soluble photosensitive nylon resin, paper
An important additive in the synthesis of strong agent and water treatment flocculant.

N,N′-Methylenebisacrylamide (MBA) has an industrial application as a crosslinking agent to increase the quality of naturally occurring fibres by graft copolymerization. 
Butler and Ingley however found that divinyl monomer can occasionally yield soluble, gel free polymers and they suggested a new type of alternating intra-inter molecular propagation for such cases.

N,N′-Methylenebisacrylamide, also called Bisacrylamide, is a crosslinking agent commonly used for the formation of polymers such as polyacrylamide gels. 
N,N′-Methylenebisacrylamide polymerizes with acrylamide and is capable of creating cross-links between polyacrylamide chains, which creates a network of polyacrylamide instead of unconnected linear chains. 
The ratio of bis-acrylamide to acrylamide determines the porosity of the polyacrylamide gel. 
N,N′-Methylenebisacrylamide is essential in the preparation of protein electrophoresis gels, such as those used in SDS-PAGE. 
Visit the supplier page for more product information, such as purity and reagent grade.

N,N′-Methylenebisacrylamide is used in the preparation of poly-acrylamides. 
N,N′-Methylenebisacrylamide is also used in preparing poly-acrylamide gel for electrophoresis and chemical grouting. 
Further research may identify additional product or industrial usages of this chemical.

N,n'-methylenebisacrylamide is a white crystalline powder with a neutral odor.

Use and Manufacturing of N,N′-Methylenebisacrylamide
Used as an organic intermediate, cross-linking agent, for making polyacrylamides, and for preparing polyacrylamide gel for electrophoresis, chemical grouting, and other uses

Industry Uses of N,N′-Methylenebisacrylamide
-Intermediates
-Solids separation agents

General Manufacturing Information
Industry Processing Sectors
-25% Water treatment
-All other basic organic chemical manufacturing
-Construction
-Oil and gas drilling, extraction, and support activities
-Paint and coating manufacturing
-Paper manufacturing
-Printing and related support activities
-Textiles, apparel, and leather manufacturing

First Aid of N,N′-Methylenebisacrylamide

EYES: 
First check the victim for contact lenses and remove if present. 
Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. 
Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. 
IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

SKIN: 
IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. 
Gently wash all affected skin areas thoroughly with soap and water. 
If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.

INHALATION: 
IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. 
If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. 
Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.

INGESTION: 
DO NOT INDUCE VOMITING. 
If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. 
Be prepared to transport the victim to a hospital if advised by a physician. 
If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. 
DO NOT INDUCE VOMITING. 
IMMEDIATELY transport the victim to a hospital.

Substance identity

EC / List no.: 203-750-9
CAS no.: 110-26-9
Mol. formula: C7H10N2O2

Hazard classification & labelling of N,N′-Methylenebisacrylamide
Danger! According to the classification provided by companies to ECHA in REACH registrations this substance is toxic if swallowed, may cause genetic defects, may cause cancer, causes damage to organs through prolonged or repeated exposure, is harmful in contact with skin and is suspected of damaging fertility or the unborn child.

About N,N′-Methylenebisacrylamide
N,N′-Methylenebisacrylamide is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 100 to < 1 000 tonnes per annum.
N,N′-Methylenebisacrylamide is used by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses of N,N′-Methylenebisacrylamide
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. 
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment.

Article service life of N,N′-Methylenebisacrylamide
ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment. 
ECHA has no public registered data indicating whether or into which articles the substance might have been processed.

Widespread uses by professional workers of N,N′-Methylenebisacrylamide
N,N′-Methylenebisacrylamide is used in the following products: polymers.
N,N′-Methylenebisacrylamide is used in the following areas: scientific research and development.
Other release to the environment of this substance is likely to occur from: indoor use as reactive substance.

Formulation or re-packing of N,N′-Methylenebisacrylamide
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. 
Release to the environment of this substance can occur from industrial use: formulation of mixtures.

Uses at industrial sites of N,N′-Methylenebisacrylamide
N,N′-Methylenebisacrylamide is used in the following products: laboratory chemicals and polymers. 
N,N′-Methylenebisacrylamide is used in the following areas: scientific research and development. 
N,N′-Methylenebisacrylamide is used for the manufacture of: chemicals and plastic products. 
Release to the environment of N,N′-Methylenebisacrylamide can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates), for thermoplastic manufacture and as processing aid.

Manufacture of N,N′-Methylenebisacrylamide
Release to the environment of N,N′-Methylenebisacrylamide can occur from industrial use: manufacturing of the substance.

Synonyms:
N,N'-methylenediacrylamide
N,N'-methylenediacrylamide
Bis(acrylamido)methane
Bisacrylamide
Methylene-bis-acrylamide
N,N'-Methylendiacrylamid
N,N'-METHYLENEBIS(ACRYLAMIDE)
N,N'-methylenebis-2-propenamide
N,N'-Methylenebisacrylamide
N,N'-methylenebisacrylamide
N,N'-Methylenebisacrylamide [for Electrophoresis]
N,N'-Methylenediacrylamide
N,N'-methylenediacrylamide
N,N'-methylenediacrylamide
N,N-Methylenbisacrylamide
N,N`-Methylene-bisacrylamide
N-[(prop-2-enamido)methyl]prop-2-enamide
N-[(prop-2-enoylamino)methyl]prop-2-e
N-[(Prop-2-enoylamino)methyl]prop-2-enamide
N-[(prop-2-enoylamino)methyl]prop-2-enamide
N-[(Prop-2-enoylamino)methyl]prop-2-enamide.
Wasmer MBA
110-26-9
N,N'-METHYLENEBISACRYLAMIDE
110-26-9
N,N'-Methylenediacrylamide
N,N'-Methylene-bis-acrylamide
Methylenebisacrylamide
Methylenediacrylamide
n,n-methylenebisacrylamide
2-Propenamide, N,N'-methylenebis-
N,N'-Methylenebis(acrylamide)
Bisacrylamide
Bis-acrylamide
N-[(prop-2-enoylamino)methyl]prop-2-enamide
N,N'-Methylidenebisacrylamide
Acrylamide, N,N'-methylenebis-
UNII-EDK4RIE19C
N,N'-Methylenebis(2-propenamide)
NSC 406836
MBAA
EDK4RIE19C
MLS001055454
MFCD00008625
Bisacrylamide; MBA;Methylenebisacrylamide
NCGC00090721-03
SMR001227199
2-Propenamide, N,N'-methylenebis-, homopolymer
Acrylamide,N'-methylenebis-
N,N'-Methylenebis[acrylamide]
2-Propenamide,N'-methylenebis-
bis acrylamide
26949-19-9
CCRIS 4672
EINECS 203-750-9
BRN 1706297
AI3-08643
NAPP
N-(prop-2-enamidomethyl)prop-2-enamide
Methylenebis[acrylamide]
DSSTox_CID_5595
cid_8041
DSSTox_RID_77846
n,n'-methylenebis acrylamide
DSSTox_GSID_25595
N,N'-methylene bisacrylamide
SCHEMBL20000
N,N'-Methylenebisacrylamide
N-(acrylamidomethyl)acrylamide
N,N' methylene bis acrylamide
N,N`-Methylene-bis-acrylamide
N,N'-Diacryloylmethylenediamine
CHEMBL1401480
DTXSID8025595
N,N'-Methylidenebis[acrylamide]
BDBM74235
NSC7774
N,N'-methanediylbisprop-2-enamide
N-[(Acryloylamino)methyl]acrylamide
NSC-7774
ZINC1688365
Tox21_400038
NSC406836
STL186175
STL257389
AKOS005206740
AKOS025264600
ANGC-110-26-9
N,N'-Methylenebis(acrylamide), 99%
N-[(Acryloylamino)methyl]acrylamide #
NSC-406836
NCGC00090721-01
NCGC00090721-02
NCGC00090721-04
CAS-110-26-9
N,N'-Methylenebisacrylamide, 2% solution
NCI60_041713
N,N'-Methylenebisacrylamide, p.a., 98%
N-[(prop-2-enamido)methyl]prop-2-enamide
N,N'-Methylenebis(acrylamide), >=99.0%
BB 0295285
CS-0014818
CS-0202692
FT-0629399
M0506
M2877
E80374
A905227
N-[(1-oxoprop-2-enylamino)methyl]-2-propenamide
(1Z,1'Z)-N,N'-methanediylbisprop-2-enimidic acid
Q3869308
W-108692
N,N'-Methylenebis(acrylamide), Vetec(TM) reagent grade
Bis-acrylamide, Molecular biology and electrophoresis grade
N,N'-Methylenebisacrylamide, for molecular biology, >=98%
N,N'-Methylenebisacrylamide solution, for electrophoresis, 2% in H2O
N,N'-Methylenebisacrylamide, powder, for molecular biology, for electrophoresis, >=99.5%
N,N'-Methylenebisacrylamide,for electrophoresis, inverted exclamation markY99.0%(T)
N,N'-Methylenebisacrylamide, suitable for electrophoresis (after filtration or allowing insolubles to settle)

  • Share !
E-NEWSLETTER