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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
MDL number:
MFCD00051388
UNSPSC Code:
12352101
PubChem Substance ID:
329765803
NACRES:
NA.22

Quality Level

100

assay

95%

form

liquid

reaction suitability

reaction type: click chemistry

refractive index

n20/D 1.385

density

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

InChI key

BYPHZHGVWNKAFC-UHFFFAOYSA-N

General description

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.

Application

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.

Related product

Referencia del producto
Descripción
Precios

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

104.0 °F - closed cup

flash_point_c

40 °C - closed cup

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Certificados de análisis (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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