746959
Ethenesulfonyl fluoride
95%
Synonym(s):
ESF, Vinyl sulfonyl fluoride
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About This Item
Empirical Formula (Hill Notation):
C2H3FO2S
CAS Number:
Molecular Weight:
110.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
Assay:
95%
Form:
liquid
Quality Segment
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.
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
WGK 3
flash_point_f
104.0 °F - closed cup
flash_point_c
40 °C - closed cup
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