Skip to Content
MilliporeSigma
All Photos(1)

Documents

746959

Sigma-Aldrich

Ethenesulfonyl fluoride

95%

Sign Into View Organizational & Contract Pricing

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

Quality Level

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

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Bruno A da S Dantas et al.
Revista brasileira de psiquiatria (Sao Paulo, Brazil : 1999), 42(2), 201-208 (2019-12-12)
To evaluate the impact of multidimensional interventions on quality of life (QoL) and depressive symptoms in Brazilian older adults living in the community. Longitudinal, quasi-experimental study of older adults receiving conventional primary health care (PHC). The interventions were designed in
Christin Völkner et al.
Stem cell research, 50, 102127-102127 (2020-12-29)
Niemann-Pick disease Type C (NPC) is a rare progressive neurodegenerative disorder with an incidence of 1:120,000 caused by mutations in the NPC1 or NPC2 gene leading to a massive cholesterol accumulation. Here, we describe the generation of induced pluripotent stem
Monika Zouharova et al.
International journal of molecular sciences, 20(18) (2019-09-12)
Transient receptor potential (TRPs) channels are crucial downstream targets of calcium signalling cascades. They can be modulated either by calcium itself and/or by calcium-binding proteins (CBPs). Intracellular messengers usually interact with binding domains present at the most variable TRP regions-N-
Markus Wolfien et al.
EBioMedicine, 57, 102862-102862 (2020-07-07)
Bone marrow stem cell clonal dysfunction by somatic mutation is suspected to affect post-infarction myocardial regeneration after coronary bypass surgery (CABG). Transcriptome and variant expression analysis was studied in the phase 3 PERFECT trial post myocardial infarction CABG and CD133+
Adamara M Nascimento et al.
Journal of pharmaceutical and biomedical analysis, 145, 821-830 (2017-08-23)
Croton cajucara Benth. is a medicinal plant popularly used in the Brazilian Amazonia, where it is known as sacaca, being consumed as tea, decoction or infusion of the leaves and stem bark. From a decoction of the leaves, a comprehensive

Articles

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

Related Content

The Sharpless Lab pursues useful new reactivity and general methods for selectively controlling chemical reactions.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service