Sulfolene
From Wikipedia, the free encyclopedia
| Sulfolene[1] | |
|---|---|
 |
|
| IUPAC name | 2,5-Dihydrothiophene 1,1-dioxide |
| Other names | Butadiene sulfone 3-Sulfolene |
| Identifiers | |
| CAS number | [77-79-2] |
| PubChem | |
| SMILES | C1C=CCS1(=O)=O |
| Properties | |
| Molecular formula | C4H6O2S |
| Molar mass | 118.15 g mol-1 |
| Melting point |
65-66 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Sulfolene (also butadiene sulfone) is an organic chemical. It is the product of a (4+1) cycloaddition between butadiene and sulfur dioxide.
Catalytic hydrogenation yields sulfolane, a solvent used in the petrochemical industry for the extraction of aromatics from hydrocarbon streams.
In the laboratory it is used as a solid source of butadiene, into which it decomposes by a reverse cycloaddition.[2] However, the sulfur dioxide that is generated as a side product may cause side reactions with acid-sensitive substrates.
[edit] References
- ^ Sulfolene at Sigma-Aldrich
- ^ Leo Paquette (ed), Encyclopedia of Reagents for Organic Synthesis, p. 4678 ff
