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77-79-2 - 3-Sulfolene, 98% - Butadiene sulfone - 2,5-Dihydrothiophene-1,1-dioxide - A13887 - Alfa Aesar

A13887 3-Sulfolene, 98%

Codice CAS
77-79-2
Sinonimi
Butadiene sulfone
2,5-Dihydrothiophene-1,1-dioxide

Dimensioni Prezzo ($) Quantità Disponibilità
100g 21,00
500g 43,10
1000g 73,90
5000g 285,00
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3-Sulfolene, 98%

MDL
MFCD00005481
EINECS
201-059-7

Proprietà chimiche

Formula
C4H6O2S
Peso formula
118.15
Punto di fusione
63-67°
Punto di infiammabilità
112°(233°F)
Densità
1.314
Solubilità
Soluble in water, ethanol, benzene, ether.

Applicazioni

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.

Note

Store in a cool, dry, well-ventilated area. Store away from oxidizing agent.

Letteratura

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.

Hans-Joachim Lehmler. Synthesis of environmentally relevant fluorinated surfactants—a review. Chemosphere. 2005, 58 (11), 1471-1496.

Convenient crystalline source of 1,3-butadiene, which is generated on heating to about 110oC: Rec. Trav. Chim., 61, 785 (1942). For an example of its use in the Diels-Alder reaction, see: Org. Synth. Coll., 6, 454 (1988).

Also behaves as a dienophile in with reactive dienes, for example 1,3-Diphenyl­isobenzofuran, L00101: J. Org. Chem., 34, 538 (1969).

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).

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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H303-H318

May be harmful if swallowed. Causes serious eye damage.

Dichiarazioni precauzionali: P280i-P305+P351+P338-P310a

Wear eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Altri riferimenti

Merck
14,8956
Beilstein
107004
Codice tariffe armonizzato
2934.99
TSCA
Yes
RTECS
XM9100000

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