Description

(4-Aminophenyl)boronic acid hydrochloride (CAS: 80460-73-7) is a high-purity boronic acid derivative with the molecular formula C₆H₉BClNO₂. This compound is widely utilized in organic synthesis, pharmaceutical research, and material science due to its versatile reactivity as a boronic acid reagent. It serves as a critical intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds for advanced drug discovery and polymer development. The hydrochloride salt form enhances stability and solubility, making it suitable for aqueous reaction conditions. Available in various purities (e.g., ≥95%), this product is rigorously tested by HPLC, NMR, and mass spectrometry to ensure consistency for sensitive applications. Store under inert conditions (2-8°C) to maintain optimal performance.

Properties

• CAS Number: 80460-73-7
• Complexity: 102
• IUPAC Name: (4-aminophenyl)boronic acid;hydrochloride
• InChI: InChI=1S/C6H8BNO2.ClH/c8-6-3-1-5(2-4-6)7(9)10;/h1-4,9-10H,8H2;1H
• InChI Key: QBYGJJSFMOVYOA-UHFFFAOYSA-N
• Exact Mass: 173.0414864
• Molecular Formula: C6H9BClNO2
• Molecular Weight: 173.41
• SMILES: B(C1=CC=C(C=C1)N)(O)O.Cl
• Topological: 66.5
• Monoisotopic Mass: 173.0414864
• Synonyms: (4-aminophenyl)boronic Acid Hydrochloride, 623-030-1, 80460-73-7, 4-Aminophenylboronic acid hydrochloride, 4-Aminobenzeneboronic acid hydrochloride, 4-Aminophenylboronic acid, HCl, 4-AMINOPHENYLBORONIC ACID HCL, MFCD03001333, (4-aminophenyl)boronic acid;hydrochloride, SC-52150, Boronic acid, (4-aminophenyl)-, hydrochloride, SCHEMBL40937, 4-borono-benzenaminium chloride, DTXSID80370394, RB3072, SBB070184, (4-aminophenyl)boronic acid HCl salt, AKOS005146544, (4-aminophenyl)boronicAcidHydrochloride, AC-6979, CS-W000970, FA33740, GS-6621, 4-aminophenyl-boronic acid hydrochloride, SY017592, DB-024853, 4-Aminophenylboronic acid hydrochloride, 95%, B-(4-Aminophenyl)-boronic Acid Hydrochloride;, EN300-316295, Z1741970842, 4-Aminophenylboronic acid hydrochloride(contains varying amounts of Anhydride)

This compound is primarily used as a key reagent in Suzuki-Miyaura cross-coupling for biaryl synthesis in drug development. It also functions as a sensor precursor for glucose detection systems due to its affinity for diols. Researchers employ it in covalent organic framework (COF) design and as a ligand in catalysis. Its amine group allows further functionalization for targeted molecular probes.

Safety and Hazards

GHS Hazard Statements

• H302 (87%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (15.2%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (15.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (15.2%): 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, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (87%)
• Skin Irrit. 2 (15.2%)
• Eye Irrit. 2A (15.2%)
• STOT SE 3 (15.2%)

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