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Sigma-Aldrich

Ethenesulfonyl fluoride

95%

Synonym(e):

ESF, Vinyl sulfonyl fluoride

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About This Item

Empirische Formel (Hill-System):
C2H3FO2S
CAS-Nummer:
677-25-8
Molekulargewicht:
110.11
MDL-Nummer:
MFCD00051388
UNSPSC-Code:
12352101
PubChem Substanz-ID:
329765803
NACRES:
NA.22

Qualitätsniveau

100

Assay

95%

Form

liquid

Eignung der Reaktion

reaction type: click chemistry

Brechungsindex

n20/D 1.385

Dichte

1.328 g/mL at 25 °C

SMILES String

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

InChI

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

InChIKey

BYPHZHGVWNKAFC-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

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.

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Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

104.0 °F - closed cup

Flammpunkt (°C)

40 °C - closed cup

Analysenzertifikate (COA)

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SuFEx: Sulfonyl Fluorides that Participate in the Next Click Reaction

In collaboration with K. Barry Sharpless and coworkers, Sigma-Aldrich now offers a variety of sulfonyl fluoride reagents that undergo a “Click II” reaction.

Verwandter Inhalt

Sharpless Group – Professor Product Portal

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

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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