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746959

Sigma-Aldrich

Ethenesulfonyl fluoride

95%

Sinónimos:

ESF, Vinyl sulfonyl fluoride

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About This Item

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

Nivel de calidad

100

Ensayo

95%

Formulario

liquid

idoneidad de la reacción

reaction type: click chemistry

índice de refracción

n20/D 1.385

densidad

1.328 g/mL at 25 °C

cadena SMILES

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

InChI

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

Clave InChI

BYPHZHGVWNKAFC-UHFFFAOYSA-N

Descripción general

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.

Aplicación

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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Descripción
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Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

104.0 °F - closed cup

Punto de inflamabilidad (°C)

40 °C - closed cup

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Certificados de análisis (COA)

Lot/Batch Number
MKCX2019
MKCT5721
MKCS6804
MKCR5913
MKCM4771

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

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