2-Acetylphenylboronic acid, CAS No. 308103-40-4

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308103-40-4

Catalog No. EBD17098

CAS 308103-40-4

Name 2-Acetylphenylboronic acid

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Basic Information

Synonyms: 2-Acetylphenylboronicacid 2-acetylbenzeneboronicacid boronicacid,b-(2-acetylphenyl)- boronicacid,(2-acetylphenyl)-(9ci)

Molecular Formula: C8H9BO3

Molecular Weight: 163.97

MDL Number: MFCD01321263

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones

Product Description:

2-Acetylphenylboronic acid is an organoboron compound featuring both a boronic acid group and an acetyl (ketone) group on an aromatic benzene ring. This bifunctional structure makes it a versatile building block in synthetic organic chemistry. Its primary application is as a key intermediate in Suzuki-Miyaura cross-coupling reactions. The boronic acid moiety readily participates in palladium-catalyzed coupling with aryl or vinyl halides to form biaryl or styryl structures. Concurrently, the acetyl group can serve as a handle for further chemical transformations, such as reduction to alcohols, conversion to heterocycles, or as a directing group in metalation reactions. This dual functionality allows for the efficient synthesis of complex, polyfunctional molecules. Due to its utility in constructing molecular frameworks common in pharmaceuticals, agrochemicals, and materials science, it is predominantly supplied and used as a high-purity synthetic building block for research and development purposes.

Physical Properties

Melting Point: 170 °C (dec.)(lit.)

Boiling Point: 349.9 ºC at 760 mmHg

Flash Point: 165.4 ºC

Density: 1.19 g/cm3

Storage: 0-6°C

Analytical Data

Appearance: white to light yellow crystal powder