N,N-Methylenebisacrylamide

N,N'-Methylenebisacrylamide

Names
IUPAC name N-[(Prop-2-enoylamino)methyl]prop-2-enamide
Identifiers
CAS Number	110-26-9
ChemSpider	7750
EC Number	203-750-9
Jmol 3D model	Interactive image
MeSH	C021221
PubChem	8041
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	154.17 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 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

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.