Divinyl Sulfone

[77-77-0] C4H6O2S (MW 118.17) InChI = 1S/C4H6O2S/c1-3-7(5,6)4-2/h3-4H,1-2H2 InChIKey = AFOSIXZFDONLBT-UHFFFAOYSA-N (bifunctional Michael acceptor that gives six-membered ring heterocycles with primary amines1 or analogous reagents2; furnishes γ-diketones in the reaction with aldehydes and a thiazolium salt (Stetter reaction)3; reasonably powerful dienophile4) Physical Data: bp 233–234 °C; bp 90–92 °C/8mmHg; mp ca. −26 °C; d 1.177 g cm−3. Form Supplied in: colorless liquid; commonly stabilized with hydroquinone; widely available. Preparative Methods: by dehydration of bis-β-hydroxyethyl sulfone with phosphoric acid at 280 °C or by pyrolysis of bis-β-acetoxyethyl sulfone at 500 °C.5 Handling, Storage, and Precautions: toxic, corrosive liquid; vesicant and mild lachrymator; to be handled with care; use in a fume hood.