CAS 175883-60-0 3-Chloro-4-methoxyphenylboronic acid

NAVIGATION

3-Chloro-4-methoxyphenylboronic acid

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Catalog Number

ACM175883600-1

CAS Number

175883-60-0

Product Name

3-Chloro-4-methoxyphenylboronic acid

Category

Salt

Synonyms

AKOS BRN-0653;3-CHLORO-4-METHOXYPHENYLBORONIC ACID;3-CHLORO-4-METHOXYBENZENEBORONIC ACID;B-(3-Chloro-4-methoxyphenyl)boronic acid;4-Borono-2-chloroanisole;(3-chloro-4-Methoxyphenyl)boranediol

IUPAC Name

(3-chloro-4-methoxyphenyl)boronic acid

Molecular Weight

186.4

Molecular Formula

C₇H₈BClO₃

Canonical SMILES

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

InChI Key

VUTJHOWRPUPHIG-UHFFFAOYSA-N

Boiling Point

344.8ºC at 760mmHg

Melting Point

238-242ºC(lit.)

Flash Point

162.3ºC

Purity

98%

Density

1.32g/cm³

Application

3-Chloro-4-methoxyphenylboronic acid serves as a versatile reactant in various chemical synthesis applications. It is employed in iron-catalyzed oxidative coupling with benzene derivatives through homolytic aromatic substitution, which is valuable for forming complex aromatic structures. This compound also plays a crucial role in the preparation of microtubule inhibitors, offering potential pathways for the development of antitumor agents. Additionally, it is instrumental in rhodium/chiral ligand-catalyzed arylation and Dieckmann-type annulation, as well as in copper-catalyzed oxidative N-arylation, enabling the formation of diverse arylamines. Moreover, it finds utility in Suzuki and Stille palladium-catalyzed coupling reactions, facilitating the creation of biaryl linkages, and in Boron-Heck arylation processes, expanding the toolkit of modern synthetic chemistry.

Exact Mass

186.02600

Hazard Statements

Safety Description

26-37/39

WGK Germany

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