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465089

Sigma-Aldrich

3,4-Difluorophenylboronic acid

≥95%

Synonym(s):

3,4-Difluorobenzeneboronic acid

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About This Item

Linear Formula:
F2C6H3B(OH)2
CAS Number:
168267-41-2
Molecular Weight:
157.91
MDL number:
MFCD00807405
UNSPSC Code:
12352103
PubChem Substance ID:
24870244
NACRES:
NA.22

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

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

Other Notes

Contains varying amounts of anhydride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD7257V
WXBC7304V
82796EMV
82796EM
08606CJ

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Green synthesis of fluorinated biaryl derivatives via thermoregulated ligand/palladium-catalyzed Suzuki reaction
L Ning, et al.
Journal of Organometallic Chemistry, 696(13), 2641-2647 (2011)
NBN-Doped Conjugated Polycyclic Aromatic Hydrocarbons as an AIEgen Class for Extremely Sensitive Detection of Explosives
Wan W-M, et al.
Angewandte Chemie (International Edition in English), 57(47), 15510-15516 (2018)
Nickel salt-catalyzed addition reaction of arylboronic acids to aromatic aldehydes
Zhou L, et al.
Tetrahedron Letters, 50(4), 406-408 (2009)
Mingyan Jia et al.
Food chemistry, 335, 127566-127566 (2020-08-04)
In this work, we developed an optical colorimetric sensor array for the discrimination of Chinese teas. The sensor array was carefully designed based on tea polyphenol induced indicators displacement assay (IDA), using phenylboronic acids with different substituents as the receptors

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