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Merck

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
Assay:
95%
Form:
liquid

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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

746959-VAR: + 746959-10G: + 746959-250MG: + 746959-BULK: + 746959-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM4771
MKCK6272
MKCG1041
MKBS4387V
MKBQ3985V

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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：次世代クリック反応として期待のスルホニルフルオリド

メルクは、K. Barry Sharplessらの協力のもと開発した各種スルホニルフルオリド試薬を提供しています。これらの試薬は新たなクリック反応を可能にします。

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