Sulfolene

Sulfolene

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Reference= [ [http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/B84505?cm_mmc=PubChem-_-public%20database-_-products-_-products Sulfolene] at Sigma-Aldrich]
ImageFile = Sulfolene.png ImageSize = 100px
IUPACName = 2,5-Dihydrothiophene 1,1-dioxide
OtherNames = Butadiene sulfone
3-Sulfolene
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CASNo = 77-79-2
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PubChem = 6498
SMILES = C1C=CCS1(=O)=O
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C = 4 | H = 6 | S = 1 | O = 2
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MeltingPt = 65-66 °C
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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. [Leo Paquette (ed), "Encyclopedia of Reagents for Organic Synthesis", p. 4678 ff] However, the sulfur dioxide that is generated as a side product may cause side reactions with acid-sensitive substrates.

References


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