CAS 308103-40-4 2-Acetylphenylboronic acid - Materials / Alfa Chemistry

NAVIGATION

2-Acetylphenylboronic acid

PRICE INQUIRY

Catalog Number

ACM308103404-1

CAS Number

308103-40-4

Product Name

2-Acetylphenylboronic acid

Structure

Category

Salt

Synonyms

RARECHEM AH PB 0161;TIMTEC-BB SBB000148;AKOS BRN-0165;2-ACETYLBENZENEBORONIC ACID;2-ACETYLPHENYLBORONIC ACID;Boronic acid, (2-acetylphenyl)- (9CI);2-Acetylbenzenboronicacid;2-Acetylphenylboronic

IUPAC Name

(2-acetylphenyl)boronic acid

Molecular Weight

163.97g/mol

Molecular Formula

C8H9BO3

Canonical SMILES

B(C1=CC=CC=C1C(=O)C)(O)O

InChI

InChI=1S/C8H9BO3/c1-6(10)7-4-2-3-5-8(7)9(11)12/h2-5,11-12H,1H3

InChI Key

ZKAOVABYLXQUTI-UHFFFAOYSA-N

Purity

98%

Application

2-Acetylphenylboronic acid, a white to light yellow crystal powder, serves as a versatile reactant for numerous chemical processes. It is primarily used in coupling reactions, such as the Suzuki-Miyaura cross-coupling, and in the synthesis and transient masking of hydroxy groups. Additionally, it plays a key role in rhodium-catalyzed annulation of ynamides, cationic palladium complex-catalyzed diastereoselective tandem annulation, and hydrogen peroxide-mediated formation of heteroaryl ethers. Furthermore, it is utilized in copper-catalyzed transmetalation and homocoupling, demonstrating its importance in complex chemical transformations.

Complexity

170

Covalently-Bonded Unit Count

Exact Mass

164.064474g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

2-acetylphenylboronic acid

Monoisotopic Mass

164.064474g/mol

Rotatable Bond Count