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Key Documents

ALD00224

Sigma-Aldrich

4-Bromo-2-fluorobenzenesulfonyl fluoride

95% (NMR)

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About This Item

Empirical Formula (Hill Notation):
C6H3BrF2O2S
CAS Number:
Molecular Weight:
257.05
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95% (NMR)

form

solid

reaction suitability

reaction type: click chemistry

mp

43-48 °C

SMILES string

FS(C1=C(F)C=C(Br)C=C1)(=O)=O

InChI

1S/C6H3BrF2O2S/c7-4-1-2-6(5(8)3-4)12(9,10)11/h1-3H

InChI key

ZZZTWJUPHPODPU-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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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.

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

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