3-sulfolene
Sign in to saveSulfolene, or butadiene sulfone is a cyclic organic chemical with a sulfone functional group. It is a white, odorless, crystalline, indefinitely storable solid, which dissolves in water and many organic solvents. The compound is used as a source of butadiene.
Article
13 sectionsContents
- Production
- Reactions
- Acid-base reactivity
- Isomerization to 2-sulfolene
- Hydrogenation
- Halogenation
- Diels-Alder reactions
- 2- and 3-Sulfolenes as a dienophile
- Other cycloadditions
- Polymerization
- 3-Sulfolene as a recyclable solvent
- Uses
- References
Sulfolene, or butadiene sulfone is a cyclic organic chemical with a sulfone functional group. It is a white, odorless, crystalline, indefinitely storable solid, which dissolves in water and many organic solvents. The compound is used as a source of butadiene.
== Production == 350px|center|Synthesis of sulfolene Sulfolene is formed by the cheletropic reaction between butadiene and sulfur dioxide. The reaction is typically conducted in an autoclave. Small amounts of hydroquinone or pyrogallol are added to inhibit polymerization of the diene. The reaction proceeds at room temperature over the course of days. At 130 °C, only 30 minutes are required. An analogous procedure gives the isoprene-derived sulfone.