480142
4-苯氧基苯硼酸
≥95.0%
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关于此项目
线性分子式:
C6H5OC6H4B(OH)2
化学文摘社编号:
分子量:
214.02
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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
SMILES string
OB(O)c1ccc(Oc2ccccc2)cc1
InChI key
KFXUHRXGLWUOJT-UHFFFAOYSA-N
assay
≥95.0%
mp
141-145 °C (lit.)
functional group
phenoxy
Quality Level
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
含有不定量的酸酐
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Room temperature aryl trifluoromethylation via copper-mediated oxidative cross-coupling
Senecal TD, et al.
The Journal of Organic Chemistry, 76(4), 1174-1176 (2011)
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)
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)
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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