CAS 89598-96-9 3-Bromophenylboronic - Materials / Alfa Chemistry

NAVIGATION

3-Bromophenylboronic

PRICE INQUIRY

Catalog Number

ACM89598969-1

CAS Number

89598-96-9

Product Name

3-Bromophenylboronic

Structure

Category

Other Electronic Materials

IUPAC Name

(3-bromophenyl)boronic acid

Molecular Weight

200.83g/mol

Molecular Formula

C6H6BBrO2

Canonical SMILES

B(C1=CC(=CC=C1)Br)(O)O

InChI

InChI=1S/C6H6BBrO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4,9-10H

InChI Key

AFSSVCNPDKKSRR-UHFFFAOYSA-N

Application

3-Bromophenylboronic, a white to light yellow crystal powder, serves as a key reactant in various organic reactions. Its versatile nature makes it essential in processes such as oxidative cross-coupling and gold salt catalyzed homocoupling. Additionally, it plays a critical role in 1,4-addition reactions with α,β-unsaturated ketones and enantioselective addition reactions. One of its notable applications is in the Suzuki-Miyaura coupling, aiding in the synthesis of anthranilamide-protected arylboronic acids. Furthermore, it is utilized in the C-H functionalization of quinones, demonstrating its significance in enhancing synthetic methodologies.

Complexity

110

Covalently-Bonded Unit Count

Exact Mass

199.96442g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

199.96442g/mol

Rotatable Bond Count

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