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Sigma-Aldrich

Ethenesulfonyl fluoride

95%

Sinônimo(s):

ESF, Vinyl sulfonyl fluoride

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About This Item

Fórmula empírica (Notação de Hill):
C2H3FO2S
Número CAS:
677-25-8
Peso molecular:
110.11
Número MDL:
MFCD00051388
Código UNSPSC:
12352101
ID de substância PubChem:
329765803
NACRES:
NA.22

Nível de qualidade

100

Ensaio

95%

Formulário

liquid

adequação da reação

reaction type: click chemistry

índice de refração

n20/D 1.385

densidade

1.328 g/mL at 25 °C

cadeia de caracteres SMILES

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

InChI

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

chave InChI

BYPHZHGVWNKAFC-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

104.0 °F - closed cup

Ponto de fulgor (°C)

40 °C - closed cup

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Certificados de análise (COA)

Lot/Batch Number
MKCM4771
MKCK6272
MKCG1041
MKBS4387V
MKBQ3985V

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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.

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