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Phenyl vinyl sulfone is used as building blocks in the synthesis of a number of organic substances, participate in polymerization reactions, nucleophilic addition reaction, and in cycloaddition reactions. It is also used in the used in the synthesis of reactive dyes, synthesis of textile fibers, in particular cellulose fibers such as cotton and linen. Other applications in the field of medicine includes as powerful inhibitors of certain enzymatic processes. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dye stuff.
Franklin A. Davis.; Sankar G. Lal.; H. Dupont Durst. Chemistry of oxaziridines. 10. Selective catalytic oxidation of sulfides to sulfoxides using N-sulfonyloxaziridines. J. Org. Chem. 1988, 53, (21), 5004-5007.K Grela .; M Bieniek. Highly selective cross-metathesis with phenyl vinyl sulphone using the 'second generation'Grubbs' catalyst. Tetrahedron Letters. 2001, 42, (36), 6425-6428.
Reactive dienophile. Can function as an acetylene equivalent if benzenesulfinic acid is eliminated thermally from the Diels-Alder adduct to form an olefinic double bond: J. Am. Chem. Soc., 100, 1597 (1978).
Can also behave as an activated form of ethylene if the sulfone group is cleaved from the adduct, e.g. with Na amalgam, with the possibility of prior alkylation of the adduct: J. Org. Chem., 48, 4976 (1983):
For addition to 1-Methoxy-3-trimethylsiloxy-1,3-butadiene, L06100, see: J. Org. Chem., 48, 4986 (1983). Addition to steroids with a cyclopentadienoid D-ring, followed by cleavage of the resulting alkene, gives the diformyl derivatives, useful for further functionalization: J. Chem. Soc., Perkin 1, 241 (1990).
For use in a 1,3-dipolar cycloaddition reaction, see 3-Hydroxypyridine, A13910.
Undergoes the Baylis-Hillman reaction (addition to aldehydes in the presence of 1,4-Diazabicyclo[2.2.2]octane, A14003): Tetrahedron, 44, 6095 (1988).
See also Divinyl sulfone, L12827.
Mentions de danger (UE): H315-H319-H317-H335
Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction. May cause respiratory irritation.
Mentions de prudence: P260-P201-P280g-P304+P340-P405-P501a
Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.