Skip to Content
Merck
All Photos(2)

Documents

480142

Sigma-Aldrich

4-Phenoxyphenylboronic acid

≥95.0%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
C6H5OC6H4B(OH)2
CAS Number:
51067-38-0
Molecular Weight:
214.02
MDL number:
MFCD00093312
UNSPSC Code:
12352103
PubChem Substance ID:
24871550
NACRES:
NA.22

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service