Description

4-Carboxyphenylboronic Acid (CAS No. 14047-29-1) is a high-purity boronic acid derivative with the molecular formula C₇H₇BO₄. This white to off-white crystalline powder is widely utilized in organic synthesis, pharmaceutical research, and material science due to its versatile reactivity as a boronic acid and carboxylic acid bifunctional compound. It serves as a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the formation of biaryl structures essential for drug discovery and advanced materials. With a melting point of approximately 235-240°C and solubility in polar organic solvents (e.g., DMSO, methanol), it is supplied with ≥95% purity (HPLC) and may contain trace anhydride forms. Proper storage at 2-8°C in a tightly sealed container is recommended to maintain stability. This product is ideal for researchers requiring precise functional group manipulation in heterocyclic chemistry, sensor development, or carbohydrate recognition studies.

Properties

• CAS Number: 14047-29-1
• Complexity: 163
• IUPAC Name: 4-boronobenzoic acid
• InChI: InChI=1S/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)
• InChI Key: SIAVMDKGVRXFAX-UHFFFAOYSA-N
• Exact Mass: 166.0437389
• Molecular Formula: C7H7BO4
• Molecular Weight: 165.94
• SMILES: B(C1=CC=C(C=C1)C(=O)O)(O)O
• Topological: 77.8
• Monoisotopic Mass: 166.0437389
• Physical Description: Powder;
• Synonyms: 4-Carboxyphenylboronic acid, 14047-29-1, 4-Boronobenzoic acid, Benzoic acid, 4-borono-, 4-(dihydroxyboranyl)benzoic acid, 4-(Dihydroxyboryl)benzoic acid, p-Carboxyphenylboronic acid, Benzeneboronic acid, p-carboxy-, XQQ1T11DYK, NSC-221170, DTXSID20930850, pBoronobenzoic acid, 4Boronobenzoic acid, Benzoic acid, 4borono, pCarboxyphenylboronic acid, pCarboxybenzeneboronic acid, 4carboxybenzeneboronic acid, Benzeneboronic acid, pcarboxy, Benzoic acid, 4borono (9CI), Benzoic acid, 4-borono-(9CI), DTXCID201359571, Benzoic acid, pborono (6CI,7CI,8CI), Benzoic acid, p-borono-(6CI,7CI,8CI), 604-189-6, 4-16-00-01683 (beilstein handbook reference), brn 3031088, nsc 221170, p-boronobenzoic acid, p-carboxybenzeneboronic acid, unii-xqq1t11dyk, 4-Carboxybenzeneboronic Acid, MFCD00151801, 4-Carboxyphenylboronicacid, 4-phenylester boronic acid, CHEMBL82324, 4-Carboxyphenylboronic acid (contains varying amounts of Anhydride), 4-Boronobenzoicacid, WLN: VHOR DBQQ, 4-carboxyphenyboronic acid, 4-Carboxypenylboronic Acid, 4-carboxy-phenylboronic acid, 4-carboxyphenyl boronic acid, 4-carboxy-benzeneboronic acid, 4-carboxybenzene boronic acid, 4-carboxybenzene-boronic acid, (4-carboxyphenyl)boronic acid, 4-carboxy phenyl boronic acid, 4-carboxy-phenyl boronic acid, SCHEMBL128618, 4-(Dihydroxyboryl) benzoic acid, HMS3604I11, 4-(dihydroxyboramethyl)benzoic acid, 4-CARBOXYLPHENYLBORONIC ACID, ALBB-006102, BCP03528, 4-hydroxycarbonyl-phenyl boronic acid, AC-981, BDBM50067885, NSC221170, SBB003899, STK499958, 4-dihydroxyBoranyl-benzoic acid anion, AKOS000264728, AB03988, AS-2261, CS-W019665, DB03140, FC29959, NCGC00092012-01, NCGC00092012-02, BP-14135, HY-75102, PD007352, SY001195, DB-025037, NS00073509, ST50198242, EN300-29555, Boronobenzoic acid;4-Carboxybenzeneboronic acid, AF-399/25108028, Q27094084, F1371-0202, Z285136920

4-Carboxyphenylboronic Acid is primarily employed as a building block in palladium-catalyzed cross-coupling reactions to create complex organic architectures. It finds application in the synthesis of protease inhibitors and other bioactive molecules through its dual reactive sites. The compound is also used in glucose sensing systems due to boronic acid’s affinity for diols. Additionally, it serves as a precursor for functionalized metal-organic frameworks (MOFs) in material science applications.

Safety and Hazards

GHS Hazard Statements

• H302 (23.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (11.8%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (88.2%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (88.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (11.8%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (82.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (23.5%)
• Acute Tox. 4 (11.8%)
• Skin Irrit. 2 (88.2%)
• Eye Irrit. 2 (88.2%)
• Acute Tox. 4 (11.8%)
• STOT SE 3 (82.4%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.