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Organic Acids

4-carboxyphenylboronic acid

CAS: 14047-29-1

Overview

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.

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Physical Properties

Melting Point236-237 °C (decomp)
Boiling Point406.4±47.0 °C(Predicted)
Density1.40±0.1 g/cm3(Predicted)
AppearanceOff-white to light beige powder
ColorOff-white to light beige
FormPowder

Safety & Handling

Warning GHS07 Hazard Statements H302 H302 H312 H312 H315 H315 H319 H319 H332 H332 H335 H335 Precautionary Statements P261 P261 P264 P264 P270 P270 P271 P271 P280 P280 P317 P317 P319 P319 P321 P321 P330 P330 P405 P405 P501 P501 P264+P265 P264+P265 P301+P317 P301+P317 P302+P352 P302+P352 P304+P340 P304+P340 P332+P317 P332+P317 P337+P317 P337+P317 P362+P364 P362+P364 P403+P233 P403+P233 P305+P351+P338 P305+P351+P338

Trade & Regulatory

HS Code29319099
WGK (Germany)2

Other Names

4-Boronobenzoic acid | 4-(Dihydroxyboryl)benzoic acid | Benzoic acid4-borono- | 4-(dihydroxyboranyl)benzoic acid | p-Carboxyphenylboronic acid | Benzeneboronic acidp-carboxy- | XQQ1T11DYK

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Chemical Properties

CAS Number
14047-29-1
EC Number
604-189-6
Mol. Weight
165.94
HS Code
29319099

Industries

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