Skip to Content
MilliporeSigma
All Photos(1)

Documents

470791

Sigma-Aldrich

2,6-Difluorophenylboronic acid

98%

Sign Into View Organizational & Contract Pricing


About This Item

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

assay

98%

mp

147-149 °C (lit.)

SMILES string

OB(O)c1c(F)cccc1F

InChI

1S/C6H5BF2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,10-11H

InChI key

DBZAICSEFBVFHL-UHFFFAOYSA-N

Application

2,6-Difluorophenylboronic acid can be used:
  • As a substrate in the model reaction of Suzuki–Miyaura coupling with 4-chloro-3-methylanisole.
  • To prepare 4-bromo-2,3′,5′,6-tetrafluorobiphenyl, a key intermediate for the synthesis of 2,6-difluorinated oligophenyls applicable in organic semiconductors.
  • To prepare ethyl 4-(2,6-difluorophenyl)nicotinate, a key intermediate for the synthesis of 4-phenyl pyridine based potent TGR5 agonists.

Other Notes

Contains varying amounts of the anhydride

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Enhancing charge mobilities in selectively fluorinated oligophenyl organic semiconductors: a design approach based on experimental and computational perspectives
Maiti B, et al.
Journal of Material Chemistry C, 7(13), 3881-3888 (2019)
Design and preparation of new palladium precatalysts for C-C and C-N cross-coupling reactions
Bruno NC, et al.
Chemical Science, 4(3), 916-920 (2013)
Design, synthesis and biological evaluation of a novel class of potent TGR5 agonists based on a 4-phenyl pyridine scaffold
Zhu J, et al.
European Journal of Medicinal Chemistry, 69, 55-68 (2013)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service