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5535-48-8 - Phenyl vinyl sulfone, 99+% - A14794 - Alfa Aesar

A14794 Phenyl vinyl sulfone, 99+%

CAS Number
5535-48-8
Synonyms

Size Price ($) Quantity Availability
1g 28.43
5g 87.55
25g 333.72
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Phenyl vinyl sulfone, 99+%

MDL
MFCD00007554
EINECS
226-890-2

Chemical Properties

Formula
C8H8O2S
Formula Weight
168.22
Melting point
67-71°
Solubility
It is soluble in most common organic solvents.

Applications

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.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Stable under recommended storage conditions. Keep away from strong oxidizing agents.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H317-H335

Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction. May cause respiratory irritation.

Precautionary Statements: P262-P280g-P305+P351+P338

Do not get in eyes, on skin, or on clothing. Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Other References

Beilstein
1906894
Harmonized Tariff Code
2930.90
TSCA
No

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