CAS 1679-18-1: (4-Chlorophenyl)boronic acid

4-Chlorophenylboronic acid

4-Chlorophenylboronic acid, min. 97%

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Used as a GC reagent for diols. It is a reagent used for 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 and regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions. Also in as a reagent in the preparation of catalysts for Suzuki-Miyaura cross-coupling, palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts, Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications 4-Chlorobenzeneboronic Acid is used as a catalyst for the preparation of 4-hydroxycoumarin derivatives which display antitrypanosomal and antioxidant properties. It is also used as a catalyst for the asymmetric borane reduction of electron-deficient ketones. References Perez-Cruz, F. et al.: Bioorg Med. Chem. Lett., 22, 5569 (2012); Liu, H. et al.: J. Mol. Cata. A. Chem., 244, 68 (2006);

4-Chlorophenylboronic acid is a chemical compound that is used in the industrial preparation of biphenyl. It is produced by the Friedel-Crafts reaction between chlorine and 4-methoxyphenylboronic acid. This reaction can be carried out using a variety of solvents, such as chloroform or carbon tetrachloride. The optimal reaction conditions are acidic pH values, which are achieved by adding sodium carbonate to the solution. The product can be purified by distillation or crystallization. 4-Chlorophenylboronic acid can also be used for the synthesis of organic compounds through cross-coupling reactions with organometallic reagents, such as palladium chloride and triphenylphosphine, or through asymmetric synthesis with chiral ligands like (S)-proline and 2-(diphenylphosphino)ferrocene.