4-carboxyphenylboronic acid
Description
4-Carboxyphenylboronic acid (CAS 14047-29-1), also known as 4-boronobenzoic acid, is a bifunctional arylboronic acid combining a carboxylic acid and a boronic acid group on a single benzene ring.
This dual reactivity makes it a valued building block in pharmaceutical synthesis, polymer chemistry, and specialty material development. In drug discovery, it serves as a key intermediate in Suzuki–Miyaura cross-coupling reactions.
This enables the construction of biaryl scaffolds found in active pharmaceutical ingredients. Polymer chemists use it to introduce boronic acid functionality into hydrogels and responsive materials for various applications.
Reversible covalent bonding with diols enables glucose-sensing or controlled-release behavior. In personal care formulations, the boronic acid moiety supports antimicrobial and preservative activity by interacting with bacterial cell wall components.
The carboxylic acid group also allows direct conjugation to amine-bearing substrates, making it useful for surface functionalization and bioconjugate chemistry. This versatility is essential for modern chemical manufacturing.
4-Carboxyphenylboronic acid is supplied as a white to off-white crystalline powder. It is available in research quantities through to multi-kilogram commercial lots for industrial use.
Purity grades typically range from 97% to 99%+ for synthesis-grade and high-purity pharmaceutical applications. Specification against HPLC purity standards is standard for pharma-facing supply chains.
Physical Properties
| Melting Point | 236-237 °C (decomp) |
| Boiling Point | 406.4±47.0 °C(Predicted) |
| Density | 1.40±0.1 g/cm3(Predicted) |
| Appearance | Off-white to light beige powder |
| Color | Off-white to light beige |
| Form | Powder |
Safety & Handling (Learn More)
Trade & Regulatory
| HS Code | 29319099 |
| WGK (Germany) | 2 |
Documentation
Other Names
4-Boronobenzoic acid|4-(Dihydroxyboryl)benzoic acid|Benzoic acid, 4-borono-|4-(dihydroxyboranyl)benzoic acid|p-Carboxyphenylboronic acid|Benzeneboronic acid, p-carboxy-|XQQ1T11DYK
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