• USA Home
  • 417548 - 4-Chlorophenylboronic acid

EMAIL THIS PAGE TO A FRIEND
417548 Sigma-Aldrich

4-Chlorophenylboronic acid

95%

Synonym: (p-Chlorophenyl)boronic acid, 4-Chlorobenzeneboronic acid, NSC 25408, p-Chlorobenzeneboronic acid

  • CAS Number 1679-18-1

  • Linear Formula ClC6H4B(OH)2

  • Molecular Weight 156.37

  •  Beilstein/REAXYS Number 2936346

  •  EC Number 216-845-5

  •  MDL number MFCD00039137

  •  PubChem Substance ID 24866159

  •  NACRES NA.22

Purchase

Properties

Related Categories Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Monosubstituted Aryl Boronic Acids,
Quality Level   100
assay   95%
mp   284-289 °C (lit.)
SMILES string   OB(O)c1ccc(Cl)cc1
InChI   1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
InChI key   CAYQIZIAYYNFCS-UHFFFAOYSA-N

Description

Application

4-Chlorophenylboronic acid can be used as a reactant in:
• Palladium-catalyzed direct arylation.
• Cyclopalladation.
• Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation.
• Copper-mediated ligandless aerobic fluoroalkylation.
• Pd-catalyzed arylative cyclization.
• Ruthenium catalyzed direct arylation.
• Ligand-free copper-catalyzed coupling reactions.
• Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions.

It can also be used to prepare:
• Substituted diarylmethylidenefluorenes via Suzuki coupling reaction.
• Baclofen lactam by Suzuki coupling of a pyrrolinyl tosylate, followed by hydrogenation reaction.
• Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts.
• Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids.

Packaging

1, 10 g in glass bottle

25 g in poly bottle

Other Notes

Contains a varying amounts of anhydride

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
CY8950000

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?