3-Acetylphenylboronic acid

Name: 3-Acetylphenylboronic acid
SKU: ACM204841190-1
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Catalog NumberACM204841190-1

CAS Number204841-19-0

CategorySalt

Synonyms

RARECHEM AH PB 0163;TIMTEC-BB SBB000147;M-ACETYLPHENYLBORONIC ACID;3-ACETYLBENZENEBORONIC ACID;3-ACETYLPHENYLBORONIC ACID;ACETOPHENONE-3-BORONIC ACID;AKOS BRN-0025;3-Acetylphenylboronic acid~3-Boronoacetophenone

IUPAC Name

(3-acetylphenyl)boronic acid

Molecular Weight

163.97g/mol

Molecular Formula

C8H9BO3

Canonical SMILES

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

InChI

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

InChI Key

SJGGDZCTGBKBCK-UHFFFAOYSA-N

Purity

98%

Application

3-Acetylphenylboronic acid, appearing as a white to light yellow crystal powder, serves as a versatile substrate in various chemical syntheses. It plays a crucial role in the formation of symmetric biaryls through oxidative dimerization with the aid of a palladium catalyst and water. Additionally, it is instrumental in the synthesis of aryl fluorides via electrophilic fluorination using acetyl hypofluorite. Furthermore, it is involved in coupling reactions between organoboranes and olefins, facilitated by molecular oxygen and a palladium catalyst. As a member of the boronic acid family, 3-acetylphenylboronic acid is an aromatic ketone functionally related to phenylboronic acid, distinguished by an acetyl group at the third position on its phenyl ring.

Complexity

170

Covalently-Bonded Unit Count

Exact Mass

164.064474g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

164.064474g/mol

Rotatable Bond Count

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