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470791

Sigma-Aldrich

2,6-Difluorophenylboronic acid

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1 G
$29.89
10 G
$187.50

About This Item

Linear Formula:
F2C6H3B(OH)2
CAS Number:
162101-25-9
Molecular Weight:
157.91
MDL number:
MFCD00792436
UNSPSC Code:
12352103
PubChem Substance ID:
24870682
NACRES:
NA.22

$29.89

List Price$37.50Save 20%
Only 42 left in stockDetails
Request a Bulk Order

Quality Level

100

assay

98%

mp

147-149 °C (lit.)

functional group

fluoro

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

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.[1]
  • To prepare 4-bromo-2,3′,5′,6-tetrafluorobiphenyl, a key intermediate for the synthesis of 2,6-difluorinated oligophenyls applicable in organic semiconductors.[2]
  • To prepare ethyl 4-(2,6-difluorophenyl)nicotinate, a key intermediate for the synthesis of 4-phenyl pyridine based potent TGR5 agonists.[3]

Other Notes

Contains varying amounts of the anhydride

pictograms

Exclamation mark
GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN5073
SHBB0038V
19396EK
04610CJ
15216DB

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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)
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, 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)

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