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Divinyl sulfone acts as a cross-linking reagent for agarose gels. It is a monomer, which is used in the production of polymers with diols, urea and malonic esters. Further, it serves as a shrinkage control agent in textiles. In addition to this, it is used in the preparation of large class of fiber-reactive dyestuffs.
Reactive dienophile and Michael acceptor. Reacts with oximes to give bicyclic products derived from dipolar cycloaddition of a transient nitrone intermediate: Tetrahedron Lett., 29, 2417 (1988):
In the presence of thiazolium salt catalysts (see 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, L08750), the Stetter reaction with aldehydes gives 1,4-diketones by loss of SO2 from the intermediate dialkyl sulfone: Chem. Ber., 114, 1226 (1981); for a related example, see Phenyl vinyl sulfone, A14794. Cyclization of the 1,4-diones derived from pyrrole-, furan- and thiophene-2-carboxaldehydes provides a route to polypyrroles and analogues as potential porphyrin-type subunits: J. Org. Chem., 55, 2904 (1990).
Morales-Sanfrutos, J.; Lopez-Jaramillo, F. J.; Elremaily, M. A. A.; Hernández-Mateo, F.; Santoyo-Gonzalez, F. Divinyl Sulfone Cross-Linked Cyclodextrin-Based Polymeric Materials: Synthesis and Applications as Sorbents and Encapsulating Agents. Molecules 2015, 20 (3), 3565-3581.
Eissa, S.; Siaj, M.; Zourob, M. Aptamer-based competitive electrochemical biosensor for brevetoxin-2. Biosens. Bioelectron. 2015, 69, 148-154.
Gefahrenhinweise (EU): H300-H310-H314-H318
Fatal if swallowed. Fatal in contact with skin. Causes severe skin burns and eye damage. Causes serious eye damage.
Do not get in eyes, on skin, or on clothing. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: