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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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Bruno A da S Dantas et al.
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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
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+
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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
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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-
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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