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ALD00128

Sigma-Aldrich

4-Chlorobenzenesulfonyl fluoride

95%

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Empirical Formula (Hill Notation):
C6H4ClFO2S
CAS Number:
Molecular Weight:
194.61
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

reaction suitability

reaction type: click chemistry

mp

45-50 °C

SMILES string

ClC1=CC=C(S(=O)(F)=O)C=C1

InChI

1S/C6H4ClFO2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H

InChI key

PCTLRVPDZBVCMP-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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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.

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

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