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465089 Sigma-Aldrich

3,4-Difluorophenylboronic acid

≥95%

Synonym: 3,4-Difluorobenzeneboronic acid

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Properties

Related Categories Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Disubstituted Aryl Boronic Acids,
Quality Level   100
assay   ≥95%
mp   305-310 °C (lit.)
SMILES string   OB(O)c1ccc(F)c(F)c1
InChI   1S/C6H5BF2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,10-11H
InChI key   RMGYQBHKEWWTOY-UHFFFAOYSA-N

Description

Application

3,4-Difluorophenylboronic acid can be used as a reactant to prepare:
•  Fluorinated biaryl derivatives via Suzuki cross-coupling reaction with aryl and heteroaryl halides.
•  Flurodiarylmethanols by reacting with aryl aldehydes using Ni catalyst.
•  Conjugated fluorodiazaborinines by treating with diamines via intermolecular dehydration reaction for the detection of explosives.

Reactant involved in:
• Suzuki cross-coupling reactions with aryl and heteroaryl halides
• Oxo directing Liebeskind-Srogl cross-coupling reactions with gem-dihaloolefin-type α-oxo ketene dithioacetals
• Substitution reactions with enyne acetates and carbonates

Packaging

5, 25 g in glass bottle

Other Notes

Contains varying amounts of anhydride

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Arylboronic Acids

We are pleased to present its complete selection of arylboronic acids, the building blocks of the Suzuki coupling experiment. Most arylboronic acids readily undergo dehydration reactions to give a cy...
ChemFiles 2001, 1.1, 5.
Keywords: Building blocks, Coupling reactions, Dehydration reaction, Suzuki coupling

Boronic Acids - ChemFiles 2007

Most boronic acids readily undergo dehydration reactions to give a cyclic (trimer) anhydride. Our selection of boronic acids may contain varying amounts of this cyclic anhydride. Fortunately, the aci...
ChemFiles 2007, 7.7, 3.
Keywords: Coupling reactions, Dehydration reaction, Suzuki coupling

Peer-Reviewed Papers
15

References

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