CAS 1679-18-1 4-Chlorophenylboronic acid - Materials / Alfa Chemistry

NAVIGATION

4-Chlorophenylboronic acid

PRICE INQUIRY

Catalog Number

ACM1679181

CAS Number

1679-18-1

Product Name

4-Chlorophenylboronic acid

Structure

Category

Salt; Organic Light-Emitting Diode (OLED) Materials; Other Electronic Materials

Synonyms

B-(4-Chlorophenyl)boronic acid

IUPAC Name

(4-chlorophenyl)boronic acid

Molecular Weight

156.37

Molecular Formula

C6H6BClO2

Canonical SMILES

B(C1=CC=C(C=C1)Cl)(O)O

InChI

InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI Key

CAYQIZIAYYNFCS-UHFFFAOYSA-N

Boiling Point

295.4±42.0 °C

Melting Point

284-289 °C (lit.)

Purity

99.5%+

Density

1.32±0.1 g/ml

Application

4-Chlorophenylboronic acid serves as a versatile reactant in various chemical reactions, particularly in organometallic and cross-coupling processes. This white or off-white crystalline powder is moderately soluble in water and readily dissolvable in strong polar organic solvents, making it valuable in numerous synthetic applications. It plays a key role in palladium-catalyzed processes such as direct arylation, cyclopalladation, and tandem-type oxidative Heck reactions. Additionally, it is utilized in copper-mediated fluoroalkylation and ligand-free copper-catalyzed coupling reactions. Its utility extends to ruthenium-catalyzed direct arylation and regioselective Suzuki-Miyaura and Sonogashira cross-coupling reactions. Furthermore, 4-Chlorophenylboronic acid is instrumental in synthesizing compounds like substituted diarylmethylidenefluorenes, Baclofen lactam, and palladium(II) thiocarboxamide complexes, as well as biaryls through reactions with aryl chlorides, bromides, and iodides.

Complexity

102

Covalently-Bonded Unit Count

EC Number

216-845-5

Exact Mass

156.014937g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

156.014937g/mol

NSC Number