Phenyl vinyl sulfone

• Catalog No.: A14794
• CAS Number: 5535-48-8
• M. F.: C8H8O2S
• M. W.: 168.21292
• Purity: 99+%

SYNONYMS

• Title: 苯基乙烯基砜
• IUPAC name: (ethenesulfonyl)benzene
• IUPAC Traditional name: (ethenesulfonyl)benzene

DATABASE IDS

• EC Number: 226-890-2
• MDL Number: MFCD00007554
• CAS Number: 5535-48-8
• Beilstein Number: 1906894

PROPERTIES

• Purity: 99+%
• Melting Point: 67-71°C
• GHS Hazard statements: H315-H319-H317-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P280G-P262-P305+P351+P338
• Risk Statements: 36/37/38-43
• Safety Statements: 24-26-37
• TSCA Listed: 否

REFERENCES

• 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).
• Undergoes the Baylis-Hillman reaction (addition to aldehydes in the presence of 1,4-Diazabicyclo[2.2.2]octane, A14003): Tetrahedron, 44, 6095 (1988).
• For use in a 1,3-dipolar cycloaddition reaction, see 3-Hydroxypyridine, A13910.
• See also Divinyl sulfone, L12827.