470791
2,6-Difluorophenylboronic acid
98%
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About This Item
Linear Formula:
F2C6H3B(OH)2
CAS Number:
Molecular Weight:
157.91
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
2,6-Difluorophenylboronic acid, 98%
InChI
1S/C6H5BF2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,10-11H
SMILES string
OB(O)c1c(F)cccc1F
InChI key
DBZAICSEFBVFHL-UHFFFAOYSA-N
assay
98%
mp
147-149 °C (lit.)
functional group
fluoro
Quality Level
Related Categories
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
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)
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