| Identification | More | [Name]
Bis(vinylsulfonyl)methane | [CAS]
3278-22-6 | [Synonyms]
1,1'-[methylenebis(sulfonyl)]bisethene
BIS(VINYLSULFONYL)METHANE
1,1’-[methylenebis(sulfonyl)]bis-ethen
bis(vinylsulphonyl)methane
1,1'-[methylenebis(sulphonyl)]diethylene
11METHYLENEBISSULPHONYLBISETHENE
BIS(VINYLSULFONE)METHANE
Methylenebis(vinyl sulfone) | [EINECS(EC#)]
221-909-0 | [Molecular Formula]
C5H8O4S2 | [MDL Number]
MFCD03265421 | [Molecular Weight]
196.24 | [MOL File]
3278-22-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
62 °C | [Boiling point ]
466.6±28.0 °C(Predicted) | [density ]
1.369±0.06 g/cm3(Predicted) | [vapor pressure ]
0.002-0.004Pa at 20-25℃ | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Solid:particulate/powder | [color ]
White | [InChI]
InChI=1S/C5H8O4S2/c1-3-10(6,7)5-11(8,9)4-2/h3-4H,1-2,5H2 | [InChIKey]
IJHIIHORMWQZRQ-UHFFFAOYSA-N | [SMILES]
C(S(C=C)(=O)=O)S(C=C)(=O)=O | [LogP]
-0.6--0.5 at 19.8℃ and pH6.6 | [CAS DataBase Reference]
3278-22-6(CAS DataBase Reference) | [EPA Substance Registry System]
3278-22-6(EPA Substance) |
| Hazard Information | Back Directory | [Uses]
Bis(vinylsulfonyl)methane (BVSM) can be used for:
(1) Medical gelatin scaffolds: as a cross-linking agent for biomacromolecules such as gelatin and proteins, to prevent the scaffold from degrading too rapidly within the body.
(2) Photographic materials: as a hardener for gelatin layers in the photographic film industry;
(3) Textile materials: for the modification of cellulose fibres, to enhance the crease resistance of fabrics or as a dye fixative. | [General Description]
Bis(vinylsulfonyl)methane (BVSM) is a novel bifunctional cross-linking agent. It forms covalent C–N bonds with amine groups and has been widely used for the cross-linking (hardening) of gelatin. The hardening properties of these compounds are attributed to their propensity to undergo di-Michael addition reactions with nucleophilic groups in water-permeable, colloid-forming natural or synthetic polymers[1]. | [References]
[1] A. Kende. (1996). SYNTHESIS OF SOME NOVEL FUNCTIONALIZED DOUBLE MICHAEL ACCEPTORS BASED ON bis(VINYLSULFONYL)METHANE (BVSM). Organic Preparations and Procedures International, 28 1, 683–690. https://doi.org/10.1080/00304949609356732 |
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