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Merck
CN

480142

Sigma-Aldrich

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
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22
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质量水平

方案

≥95.0%

mp

141-145 °C (lit.)

官能团

phenoxy

SMILES字符串

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

应用

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.

其他说明

含有不定量的酸酐

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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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