N,N'-Methylenebisacrylamide

N,N'-Methylenebisacrylamide
Names
	IUPAC name N-[(Prop-2-enoylamino)methyl]prop-2-enamide
Identifiers
CAS Number	110-26-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	7750;
ECHA InfoCard	100.003.411
EC Number	203-750-9;
MeSH	C021221
PubChem CID	8041;
UNII	EDK4RIE19C ;
CompTox Dashboard (EPA)	DTXSID8025595 ;
	InChI 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) Key: ZIUHHBKFKCYYJD-UHFFFAOYSA-N; InChI=1/C7H10N2O2/c1-3-6(10)8-5-9-7(11)4-2/h3-4H,1-2,5H2,(H,8,10)(H,9,11) Key: ZIUHHBKFKCYYJD-UHFFFAOYAA;
	SMILES C=CC(=O)NCNC(=O)C=C;
Properties
Chemical formula	C7H10N2O2
Molar mass	154.169 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

N,N'-Methylenebisacrylamide (MBAm or MBAA)[1] is a cross-linking agent[2] used during the formation of polymers such as polyacrylamide. Its molecular formula is C₇H₁₀N₂O₂. Bisacrylamide is used in biochemistry as it is one of the compounds of the polyacrylamide gel (used for SDS-PAGE). Bisacrylamide polymerizes with acrylamide and is capable of creating cross-links between polyacrylamide chains, thus creating a network of polyacrylamide rather than unconnected linear chains of polyacrylamide.

References

Yuan-na Sun; et al. (2014). "Super Tough, Ultrastretchable, and Thermoresponsive Hydrogels with Functionalized Triblock Copolymer Micelles as Macro-Cross-Linkers". ACS Macro Letters. 3 (5): 496–500. doi:10.1021/mz500221j.
Denizli, Betul Kirci; Can, Hatice Kaplan; Rzaev, Zakir M. O.; Guner, Ali (2004-09-03). "Preparation conditions and swelling equilibria of dextran hydrogels prepared by some crosslinking agents". Polymer. 45 (19): 6431–6435. doi:10.1016/j.polymer.2004.07.067.

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[1] Yuan-na Sun; et al. (2014). "Super Tough, Ultrastretchable, and Thermoresponsive Hydrogels with Functionalized Triblock Copolymer Micelles as Macro-Cross-Linkers". ACS Macro Letters. 3 (5): 496–500. doi:10.1021/mz500221j.

[2] Denizli, Betul Kirci; Can, Hatice Kaplan; Rzaev, Zakir M. O.; Guner, Ali (2004-09-03). "Preparation conditions and swelling equilibria of dextran hydrogels prepared by some crosslinking agents". Polymer. 45 (19): 6431–6435. doi:10.1016/j.polymer.2004.07.067.