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Merck
모든 사진(2)

Key Documents

480142

Sigma-Aldrich

4-Phenoxyphenylboronic acid

≥95.0%

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About This Item

Linear Formula:
C6H5OC6H4B(OH)2
CAS Number:
Molecular Weight:
214.02
MDL number:
UNSPSC 코드:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥95.0%

mp

141-145 °C (lit.)

작용기

phenoxy

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

애플리케이션

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.

기타 정보

Contains varying amounts of anhydride

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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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
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