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Merck
CN

746959

Ethenesulfonyl fluoride

95%

Synonym(s):

ESF, Vinyl sulfonyl fluoride

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About This Item

Empirical Formula (Hill Notation):
C2H3FO2S
CAS Number:
677-25-8
Molecular Weight:
110.11
NACRES:
NA.22
PubChem Substance ID:
329765803
UNSPSC Code:
12352101
MDL number:
MFCD00051388

Key Documents

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Product Name

Ethenesulfonyl fluoride, 95%

InChI

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

SMILES string

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

InChI key

BYPHZHGVWNKAFC-UHFFFAOYSA-N

assay

95%

form

liquid

reaction suitability

reaction type: click chemistry

refractive index

n20/D 1.385

density

1.328 g/mL at 25 °C

Quality Level

100

Related Categories

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.

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.

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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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8088
MKCX2019
MKCT5721
MKCS6804
MKCR5913

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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)
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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+
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-
Jiranuwat Sapudom et al.
Scientific reports, 7(1), 14135-14135 (2017-10-28)
Live cell imaging enables an observation of cell behavior over a period of time and is a growing field in modern cell biology. Quantitative analysis of the spatio-temporal dynamics of heterogeneous cell populations in three-dimensional (3D) microenvironments contributes a better
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Articles

SuFEx: Sulfonyl Fluorides that Participate in the Next Click Reaction

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

SuFEx：参与下一步点击反应的磺酰氟

在与K. Barry Sharpless及其同事合作后，Sigma-Aldrich现可提供各种磺酰氟试剂，这些试剂经历了“Click II”反应。

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