Structure via PubChem · Public domain (PubChem)
bisacrylamide
Sign in to saveAlso known as methylenebisacrylamide, N,N'-methylenebisacrylamide
'''N,N′-Methylenebisacrylamide' (MBAm or MBAA, colloquially "bis''") is the organic compound with the formula CH2[NHC(O)CH=CH2]2. A colorless solid, this compound is a crosslinking agent in polyacrylamides, e.g., as used for SDS-PAGE.
Chemical data
- Formula
- C7H10N2O2
- Molecular weight
- 154.17 g/mol
- IUPAC name
- N-[(prop-2-enoylamino)methyl]prop-2-enamide
- SMILES
- C=CC(=O)NCNC(=O)C=C
- InChIKey
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N
- XLogP
- 0.1
- Polar surface area
- 58.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 154.074
Show 3 more facts
- canonical SMILES
- C=CC(=O)NCNC(=O)C=C
- chemical formula
- C₇H₁₀N₂O₂
- Commons category
- Methylenebisacrylamide
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Synthesis
- Reactions and uses
- See also
- References
'''N,N′-Methylenebisacrylamide' (MBAm or MBAA, colloquially "bis") is the organic compound with the formula CH2[NHC(O)CH=CH2]2. A colorless solid, this compound is a crosslinking agent in polyacrylamides, e.g., as used for SDS-PAGE.
==Synthesis== 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%.
Excerpted from Wikipedia’s “bisacrylamide” article, available under the CC BY-SA 4.0 licence.