• USA Home
  • B75956 - 4-Bromophenylboronic acid

EMAIL THIS PAGE TO A FRIEND
B75956 Sigma-Aldrich

4-Bromophenylboronic acid

≥95.0%

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

  • CAS Number 5467-74-3

  • Linear Formula BrC6H4B(OH)2

  • Molecular Weight 200.83

  •  Beilstein/REAXYS Number 2936347

  •  EC Number 226-779-9

  •  MDL number MFCD00002104

  •  PubChem Substance ID 24892010

  •  NACRES NA.22

Purchase

Properties

Related Categories Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Monosubstituted Aryl Boronic Acids,
Quality Level   200
assay   ≥95.0%
  95%
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

Description

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

Packaging

5 g in glass bottle

Other Notes

Contains varying amounts of anhydride

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
CY8650000

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number
Protocols & Articles

Articles

Arylboronic Acids

We are pleased to present its complete selection of arylboronic acids, the building blocks of the Suzuki coupling experiment. Most arylboronic acids readily undergo dehydration reactions to give a cy...
ChemFiles 2001, 1.1, 5.
Keywords: Building blocks, Coupling reactions, Dehydration reaction, Suzuki coupling

Boronic Acids - ChemFiles 2007

Most boronic acids readily undergo dehydration reactions to give a cyclic (trimer) anhydride. Our selection of boronic acids may contain varying amounts of this cyclic anhydride. Fortunately, the aci...
ChemFiles 2007, 7.7, 3.
Keywords: Coupling reactions, Dehydration reaction, Suzuki coupling

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

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

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?