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3-Sulfoleno, 98 %, Thermo Scientific Chemicals
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3-Sulfoleno, 98 %, Thermo Scientific Chemicals
3-Sulfoleno, 98 %, Thermo Scientific Chemicals
3-Sulfoleno, 98 %, Thermo Scientific Chemicals
Thermo Scientific Chemicals

3-Sulfoleno, 98 %, Thermo Scientific Chemicals

CAS: 77-79-2 | C4H6O2S | 118.15 g/mol
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Número de catálogo A13887.36
también denominado A13887-36
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500 g
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Identificadores químicos
CAS77-79-2
IUPAC Name2,5-dihydro-1λ⁶-thiophene-1,1-dione
Molecular FormulaC4H6O2S
InChI KeyMBDNRNMVTZADMQ-UHFFFAOYSA-N
SMILESO=S1(=O)CC=CC1
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EspecificacionesSpecification SheetHoja de especificaciones
Appearance (Color)White to cream
FormCrystals or powder or crystalline powder or lumps or chunks
Melting Point (clear melt)62.0-68.0?C
Assay (GC)≥97.5%
It is a source of cisoid butadiene for Diels-Alder reactions. This chemical is also a convenient source of sulfur dioxide. It is a solvent used in the petrochemical industry for the extraction of aromatics from hydrocarbon streams.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
Es una fuente de butadieno cisoide en las reacciones de Diels-Alder. Este químico es también una práctica fuente de dióxido de azufre. Es un disolvente utilizado en la industria petroquímica para la extracción de aromáticos de flujos de hidrocarburos.

Solubilidad
Soluble en agua, etanol, benceno y éter.

Notas
Almacenar en un lugar fresco, seco y bien ventilado. Almacénese lejos de los agentes oxidantes.
RUO – Research Use Only

General References:

  1. Thomas E. SampleJr.; and Lewis F. Hatch. 3-Sulfolene: A butadiene source for a Diels-Alder synthesis: An undergraduate laboratory experiment. J. Chem. Educ. 1968, 45 (1), 55.
  2. Hans-Joachim Lehmler. Synthesis of environmentally relevant fluorinated surfactants—a review. Chemosphere. 2005, 58 (11), 1471-1496.
  3. Convenient crystalline source of 1,3-butadiene, which is generated on heating to about 110°C: Rec. Trav. Chim., 61, 785 (1942). For an example of its use in the Diels-Alder reaction, see: Org. Synth. Coll., 6, 454 (1988).
  4. Also behaves as a dienophile in with reactive dienes, for example 1,3-Diphenyl isobenzofuran, L00101: J. Org. Chem., 34, 538 (1969).
  5. In the presence of Pd(OAc)2, couples with aryldiazonium fluoroborates to give 3-aryl-4-sulfolenes which are readily isomerized with triethylamine to the 3-aryl-3-sulfolenes, providing a source of the corresponding 2-arylbutadienes: Synth. Commun., 26, 231 (1996).
  6. Lithiation occurs at the 2-position; subsequent alkylation and thermal extrusion of SO2 gave a polyene intermediate in a synthesis of the taxane ring system: J. Org. Chem., 62, 2957 (1997).