3-Carboxyphenylboronic acid, CAS No. 25487-66-5

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25487-66-5

Catalog No. EBD435328

CAS 25487-66-5

Name 3-Carboxyphenylboronic acid

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Basic Information

Synonyms: boronicacid,B-[3-(formyloxy)phenyl]- 3-boronobenzoicacid 3-Carboxyphenylboronicacid m-carboxybenzeneboronicacid 3-Carboxybenzeneboronicacid [3-(Formyloxy)phenyl]boronicacid 3-borono-benzoicaci m-borono-benzoicaci 3-carboxypenylboronicacid m-carboxy-benzeneboronicaci m-carboxyphenylboronicacid (3-formyloxyphenyl)boronicacid 3-(dihydroxyboryl)benzoicacid 3-(dihydroxyborane)benzoicacid 3-(dihydroxyboronyl)benzoicacid

Molecular Formula: C7H7BO4

Molecular Weight: 165.94

MDL Number: MFCD00036833

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

Product Description:

3-Carboxyphenylboronic acid is a bifunctional organic compound featuring a boronic acid group at the meta-position relative to a carboxylic acid on a benzene ring. This structure combines a Lewis acidic boron center with a carboxyl group, making it a versatile building block in organic synthesis. Its primary application lies in Suzuki-Miyaura cross-coupling reactions, where the boronic acid moiety enables carbon-carbon bond formation with aryl halides. The carboxylic acid group allows for further functionalization, such as amidation or esterification, facilitating the construction of complex molecular architectures. In medicinal chemistry, it serves as a key intermediate for synthesizing biologically active molecules, including enzyme inhibitors and receptor modulators. Additionally, it is employed in the development of boronate-based sensors and materials for molecular recognition. The compound is stable under standard storage conditions but should be handled with care to avoid moisture, which can lead to boronic acid degradation. Its dual functionality makes it a valuable tool for both academic research and industrial pharmaceutical development.

Physical Properties

Melting Point: 243-247 °C(lit.)

Boiling Point: 434.512 °C at 760 mmHg

Flash Point: 216.585 °C

Density: 1.406 g/cm3

Solubility: 2.5 g/100 mL

Storage: 0-6°C

Analytical Data

Appearance: off-white crystalline powder