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Key Documents

ALD00158

Sigma-Aldrich

5-Chloro-2-thiophenesulfonyl fluoride

95%

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About This Item

Empirical Formula (Hill Notation):
C4H2ClFO2S2
CAS Number:
Molecular Weight:
200.64
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

liquid

reaction suitability

reaction type: click chemistry

refractive index

n20/D 1.529

density

1.571 g/mL at 25 °C

SMILES string

ClC1=CC=C(S(F)(=O)=O)S1

InChI

1S/C4H2ClFO2S2/c5-3-1-2-4(9-3)10(6,7)8/h1-2H

InChI key

XZQCGAGVTAESGC-UHFFFAOYSA-N

Application

Sulfonyl fluoride motif can be used as a connector for the assembly of -SO2- linked small molecules with proteins or nucleic acids. This new click chemistry approach through sulfates is a complimentary approach to using amides and phosphate groups as linkers.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3


Certificates of Analysis (COA)

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Articles

This article details the latest progress in synthesizing alkylsulfonyl fluorides through different approaches that utilize photoredox catalysis, electrocatalysis, transition-metal catalysis, and organocatalysis. The alkylsulfonyl fluorides thus prepared could be utilized further in sulfur(VI) fluoride exchange (SuFEx) click reactions.

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.

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