Skip to Content
Merck
All Photos(1)

Documents

B75956

Sigma-Aldrich

4-Bromophenylboronic acid

≥95.0%

Synonym(s):

(p-Bromophenyl)boronic acid, 4-Bromobenzeneboronic acid, 4-Bromophenylboric acid, p-Bromobenzeneboronic acid, p-Bromophenylboric acid, NSC 25407

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrC6H4B(OH)2
CAS Number:
5467-74-3
Molecular Weight:
200.83
Beilstein:
2936347
EC Number:
226-779-9
MDL number:
MFCD00002104
UNSPSC Code:
12352103
PubChem Substance ID:
24892010
NACRES:
NA.22

Assay

≥95.0%
95%

form

crystals

mp

284-288 °C (lit.)

SMILES string

OB(O)c1ccc(Br)cc1

InChI

1S/C6H6BBrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI key

QBLFZIBJXUQVRF-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Reagent used for
  • Palladium catalyzed Suzuki-Miyaura cross-couplings
  • Pd(II)-catalyzed diastereoselective conjugate additions
  • Palladium-catalyzed stereoselective Heck-type reaction of allylic esters with arylboronic acids
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence
  • Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides
  • Pd-catalyzed arylative cyclization of alkyne-tethered enals or enones via carbopalladation of alkynes
  • Copper-catalyzed cross-couplings

Reagent used in Preparation of
  • Gallate-based obovatol analogs with potential anti-tumor activity
  • Protein modulators and enzymatic and kinase inhibitors

Other Notes

Contains varying amounts of anhydride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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

James A Jordan-Hore et al.
Organic letters, 14(10), 2508-2511 (2012-05-02)
Ligand-free cationic Pd(II) catalyst with NaNO3 as an additive is a highly active catalytic system for conjugate additions to sterically hindered γ-substituted cyclohexenones. More challenging γγ- and βγ-substrates also react well to produce products with quaternary centers in good dr.
Synthesis of obovatol derivatives and their preliminary evaluation as antitumor agents
Lee, M.-S.; et al.
Bull. Korean Chem. Soc., 28, 1601-1604 (2007)
Tahlia R Meola et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 129, 145-153 (2018-06-02)
The synergistic effect of nanosizing and lipid-based drug delivery systems (LBDDS) was explored to enhance formulation drug loading levels and improve drug solubilisation in the gastrointestinal environment. A novel formulation combining drug nanocrystals and silica-lipid hybrid (SLH) microparticles as a
Chuan Xiao et al.
Bioorganic & medicinal chemistry, 19(23), 7100-7110 (2011-11-01)
A series of purine nucleoside analogues bearing an aryl and hetaryl group in position 6 were prepared and their biological activities were assessed by in vitro CDK1/Cyclin B1 and CDK2/Cyclin A2 kinase assay. From the synthesized chemicals, three Xylocydine derivatives
Erin Tay et al.
Pharmaceutics, 12(1) (2019-12-28)
Lipid based formulations (LBFs) are commonly employed to enhance the absorption of highly lipophilic, poorly water-soluble drugs. However, the utility of LBFs can be limited by low drug solubility in the formulation. Isolation of ionizable drugs as low melting, lipophilic
View All Related Papers

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