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746959

Sigma-Aldrich

Ethenesulfonyl fluoride

95%

Synonyme(s) :

ESF, Vinyl sulfonyl fluoride

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About This Item

Formule empirique (notation de Hill):
C2H3FO2S
Numéro CAS:
677-25-8
Poids moléculaire :
110.11
Numéro MDL:
MFCD00051388
Code UNSPSC :
12352101
ID de substance PubChem :
329765803
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

95%

Forme

liquid

Capacité de réaction

reaction type: click chemistry

Indice de réfraction

n20/D 1.385

Densité

1.328 g/mL at 25 °C

Chaîne SMILES 

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

InChI

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

Clé InChI

BYPHZHGVWNKAFC-UHFFFAOYSA-N

Description générale

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.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

104.0 °F - closed cup

Point d'éclair (°C)

40 °C - closed cup

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Certificats d'analyse (COA)

Lot/Batch Number
MKCM4771
MKCK6272
MKCG1041
MKBS4387V
MKBQ3985V

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Dilaware Khan et al.
Journal of neuroscience research, 94(9), 804-813 (2016-03-05)
Prolonged and focal febrile seizures (FSs) have been associated with the development of temporal lobe epilepsy (TLE), although the underlying mechanism and the contribution of predisposing risk factors are still poorly understood. Using a kainate model of TLE, we previously
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
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
Ci Ji Lim et al.
Nature communications, 8(1), 1075-1075 (2017-10-24)
The human shelterin proteins associate with telomeric DNA to confer telomere protection and length regulation. They are thought to form higher-order protein complexes for their functions, but studies of shelterin proteins have been mostly limited to pairs of proteins. Here
Rachael Chiam et al.
PloS one, 4(6), e5997-e5997 (2009-06-23)
African horse sickness virus (AHSV) causes a non-contagious, infectious disease in equids, with mortality rates that can exceed 90% in susceptible horse populations. AHSV vaccines play a crucial role in the control of the disease; however, there are concerns over
Afficher tous les articles scientifiques apparentés

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.

Contenu apparenté

Sharpless Group – Professor Product Portal

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

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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