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About This Item
Linear Formula:
C6H5OC6H4B(OH)2
CAS Number:
Molecular Weight:
214.02
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
≥95.0%
mp
141-145 °C (lit.)
SMILES string
OB(O)c1ccc(Oc2ccccc2)cc1
InChI
1S/C12H11BO3/c14-13(15)10-6-8-12(9-7-10)16-11-4-2-1-3-5-11/h1-9,14-15H
InChI key
KFXUHRXGLWUOJT-UHFFFAOYSA-N
Application
4-Phenoxyphenylboronic acid can be used as a reactant:
- In the Suzuki-Miyaura coupling reaction to synthesize aryl derivatives via C-C bond formation by reacting with different aryl halides over a palladium catalyst.
- To prepare 1-phenoxy-4-(trifluoromethyl)benzene via oxidative trifluoromethylation using Chan-Lam-type reaction conditions.
- To synthesize evobrutinib, a potent Bruton′s tyrosine kinase (BTK) inhibitor.
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)
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’.
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Room temperature aryl trifluoromethylation via copper-mediated oxidative cross-coupling
Senecal TD, et al.
The Journal of Organic Chemistry, 76(4), 1174-1176 (2011)
Pyrazolo [3, 4-d] pyrimidines containing an extended 3-substituent as potent inhibitors of Lck-a selectivity insight
Burchat AF, et al.
Bioorganic & medicinal chemistry letters, 12(12), 1687-1690 (2002)
Efficacy and pharmacodynamic modeling of the BTK inhibitor evobrutinib in autoimmune disease models
Haselmayer P, et al.
Journal of Immunology, 202(10), 2888-2906 (2019)
Functionalization of pyrrolo [2, 3-d] pyrimidine by palladium-catalyzed cross-coupling reactions
Tumkevicius, S and Dodonova, J
Chemistry of Heterocyclic Compounds, 48(2), 258-279 (2012)
Imari Koike et al.
Planta, 251(3), 73-73 (2020-03-07)
Endogenous auxin determines the pattern of adventitious shoot formation. Auxin produced in the dominant shoot is transported to the internodal segment and suppresses growth of other shoots. Adventitious shoot formation is required for the propagation of economically important crops and
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