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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. Immediately call a POISON CENTER/doctor

Altri riferimenti

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

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