3-Carboxyphenylboronic acid

CAS 25487-66-5HO2CC6H4B(OH)2Chemical Synthesis

3-Carboxyphenylboronic acid (CAS 25487-66-5) is an organoboron compound with the molecular formula HO2CC6H4B(OH)2 and a molar mass of 165.94 g/mol. This white to off-white solid is a key reagent in organic synthesis, notably employed in Suzuki coupling reactions. Its structure, featuring both a carboxylic acid group and a boronic acid moiety, allows for versatile functionalization and incorporation into complex molecular architectures.

IUPAC: μ-Carboxyphenylboronic acid,3-(Dihydroxyborane)benzoic acid,3-(Dihydroxyboryl)benzoic acid,3-Carboxybenzeneboronic acid,3-Boronobenzoic acid
Synonyms: 3-Carboxybenzeneboronic acid3-(Dihydroxyboryl)benzoic acid3-Boronobenzoic acid3-(Dihydroxyborane)benzoic acidμ-Carboxyphenylboronic acid

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3-Carboxyphenylboronic acid (HO2CC6H4B(OH)2) — chemical structure, CAS 25487-66-5; Chemistry, fine chemical supplied by Tech Serve Solutions

Aryl Boronic AcidsBoronic AcidsChemical Synthesis

01 /Applications

Suzuki-Miyaura Coupling

3-Carboxyphenylboronic acid is extensively utilised as a coupling partner in Suzuki-Miyaura cross-coupling reactions. This palladium-catalysed reaction is fundamental for forming carbon-carbon bonds, enabling the synthesis of biaryl compounds and other complex organic molecules.

Organic Synthesis Intermediate

Beyond Suzuki couplings, this boronic acid serves as a versatile building block in various organic transformations. The presence of the carboxylic acid group allows for further derivatization, expanding its utility in medicinal chemistry and materials science.

Materials Science

The unique structure of 3-Carboxyphenylboronic acid makes it a candidate for incorporation into advanced materials, such as polymers or metal-organic frameworks, where its functional groups can impart specific properties.

02 /Properties

Molecular weight	165.94
Linear formula	HO2CC6H4B(OH)2
Application	Widely used in Suzuki coupling chemistry.1,2,3
Melting point	243-247 °C(lit.)

03 /Identifiers & registry

CAS number

25487-66-5

MDL number

MFCD00036833

PubChem substance

24869232

04 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

05 /Frequently asked questions

What is 3-Carboxyphenylboronic acid used for?

3-Carboxyphenylboronic acid is primarily used as a reagent in Suzuki-Miyaura coupling reactions for the synthesis of carbon-carbon bonds and as a versatile intermediate in general organic synthesis and materials science applications.

What is the CAS number and formula for 3-Carboxyphenylboronic acid?

The CAS number is 25487-66-5 and the linear formula is HO2CC6H4B(OH)2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this chemical for research and development purposes. The specific assay is not detailed in the provided data; therefore, TSS does not represent it as USP, BP, EP, or any other pharmacopoeia grade.

What are the safety considerations for handling 3-Carboxyphenylboronic acid?

Handle with appropriate personal protective equipment. Refer to the Safety Data Sheet (SDS) for detailed hazard information and handling procedures. The provided data indicates a WGK classification of 2, suggesting it is hazardous to water.

How is 3-Carboxyphenylboronic acid packed, shipped, and exported?

3-Carboxyphenylboronic acid is carefully packed according to industry standards to ensure safe transport and is available for global export by Tech Serve Solutions.