746959

Ethenesulfonyl fluoride

95%

• Synonym(s): ESF, Vinyl sulfonyl fluoride
• Empirical Formula (Hill Notation): C₂H₃FO₂S
• CAS Number: 677-25-8
• Molecular Weight: 110.11
• MDL number: MFCD00051388
• UNSPSC Code: 12352101
• PubChem Substance ID: 329765803
• NACRES: NA.22

Properties

• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS05,GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H226 - H301 + H311 + H331 - H314 - H335 - H341
• Precautionary Statements: P202 - P210 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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 Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 104.0 °F - closed cup
• Flash Point(C): 40 °C - closed cup