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ALD00172

Sigma-Aldrich

1,3-Benzenedisulfonyl fluoride

95%

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About This Item

Empirical Formula (Hill Notation):
C6H4F2O4S2
CAS Number:
Molecular Weight:
242.22
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

solid

reaction suitability

reaction type: click chemistry

mp

37-42 °C

SMILES string

FS(C1=CC(S(F)(=O)=O)=CC=C1)(=O)=O

InChI

1S/C6H4F2O4S2/c7-13(9,10)5-2-1-3-6(4-5)14(8,11)12/h1-4H

InChI key

VCINFPPPNNZOAD-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

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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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