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B75956

Sigma-Aldrich

4-Bromophenylboronic acid

≥95.0%

Synonyme(s) :

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

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About This Item

Formule linéaire :
BrC6H4B(OH)2
Numéro CAS:
5467-74-3
Poids moléculaire :
200.83
Numéro Beilstein :
2936347
Numéro CE :
226-779-9
Numéro MDL:
MFCD00002104
Code UNSPSC :
12352103
ID de substance PubChem :
24892010
Nomenclature NACRES :
NA.22

Pureté

≥95.0%
95%

Forme

crystals

Pf

284-288 °C (lit.)

Chaîne SMILES 

OB(O)c1ccc(Br)cc1

InChI

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

Clé InChI

QBLFZIBJXUQVRF-UHFFFAOYSA-N

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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

Autres remarques

Contains varying amounts of anhydride

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Synthesis of obovatol derivatives and their preliminary evaluation as antitumor agents
Lee, M.-S.; et al.
Bull. Korean Chem. Soc., 28, 1601-1604 (2007)
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.
Xing Li et al.
Organic & biomolecular chemistry, 10(3), 495-497 (2011-11-22)
Suzuki-Miyaura cross-couplings of arenediazonium salts with arylboronic acids catalyzed by highly active aluminium hydroxide-supported palladium nanoparticles catalyst have been investigated for the first time. The reactions are performed at 25 °C in MeOH without any base and ligand to afford
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
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