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746959

Sigma-Aldrich

Ethenesulfonyl fluoride

95%

Sinonimo/i:

ESF, Vinyl sulfonyl fluoride

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About This Item

Formula empirica (notazione di Hill):
C2H3FO2S
Numero CAS:
677-25-8
Peso molecolare:
110.11
Numero MDL:
MFCD00051388
Codice UNSPSC:
12352101
ID PubChem:
329765803
NACRES:
NA.22

Livello qualitativo

100

Saggio

95%

Forma fisica

liquid

Impiego in reazioni chimiche

reaction type: click chemistry

Indice di rifrazione

n20/D 1.385

Densità

1.328 g/mL at 25 °C

Stringa SMILE

O=S(F)(C=C)=O

InChI

1S/C2H3FO2S/c1-2-6(3,4)5/h2H,1H2
BYPHZHGVWNKAFC-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

Ethenesulfonylfluoride is a Michael acceptor used in dyestuffs, functional materials,photoresist materials, lubricating oil additives, and medicinal chemistry. Itexhibits extraordinary reactivity in SuFEx click chemistry and organicsynthesis.

Applicazioni

Ethenesulfonyl fluoride can be used as a reactant to synthesize:
  • β-Arylethenesulfonyl fluorides via palladium(II) acetate-catalyzed Heck-Matsuda reaction with arenediazonium tetrafluoroborates.
  • Bisalkylsulfonyl fluoride(BSF) monomers via Michael addition reaction with amines/anilines. BSF monomers are applicable in the synthesis of polysulfonates.
  • Cyclobutane-fused pyridinyl sulfonyl fluorides by photocatalytic [2 + 2] cycloaddition with pyridones or isoquinolones.

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Avvertenze

Danger

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 3 - Muta. 2 - Skin Corr. 1B - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

104.0 °F - closed cup

Punto d’infiammabilità (°C)

40 °C - closed cup

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SuFEx: Sulfonyl Fluorides that Participate in the Next Click Reaction

In collaboration with K. Barry Sharpless and coworkers, we offer a variety of sulfonyl fluoride reagents that undergo a “Click II” reaction.

Contenuto correlato

Sharpless Group – Professor Product Portal

The Sharpless Lab pursues useful new reactivity and general methods for selectively controlling chemical reactions.

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