Description

2-Aminophenylboronic acid hydrochloride (CAS No. 863753-30-4) 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 and its stable hydrochloride salt form. With a purity of ≥95%, it is an essential building block for Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex molecular architectures. Its unique structure, featuring both an amino group and a boronic acid moiety, makes it valuable for designing targeted drug candidates, sensors, and functionalized polymers. Packaged under inert conditions to ensure stability, this reagent is ideal for researchers requiring consistent performance in catalysis, bioconjugation, and medicinal chemistry applications.

Properties

• CAS Number: 863753-30-4
• Complexity: 110
• IUPAC Name: (2-aminophenyl)boronic acid;hydrochloride
• InChI: InChI=1S/C6H8BNO2.ClH/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,9-10H,8H2;1H
• InChI Key: WPDASZCYRKGSTO-UHFFFAOYSA-N
• Exact Mass: 173.0414864
• Molecular Formula: C6H9BClNO2
• Molecular Weight: 173.41
• SMILES: B(C1=CC=CC=C1N)(O)O.Cl
• Topological: 66.5
• Monoisotopic Mass: 173.0414864
• Synonyms: 2-Aminophenylboronic acid hydrochloride, 687-335-1, 863753-30-4, (2-Aminophenyl)boronic acid hydrochloride, 2-Aminophenylboronic acid, HCl, 2-Aminophenylboronic acid, hydrochloride, MFCD02258096, (2-aminophenyl)boronic acid;hydrochloride, 2-Aminophenylboronic acid HCl, (2-boronophenyl)azanium;chloride, Boronic acid, (2-aminophenyl)-, hydrochloride, SCHEMBL731024, DTXSID60586012, WPDASZCYRKGSTO-UHFFFAOYSA-N, BCP14682, 2-Aminophenylboronicacidhydrochloride, AKOS015847931, (2-Aminophenyl)boronicacidhydrochloride, AC-6978, CS-W008208, 2-Aminophenyl boronic acid hydrochloride, 2-amino-benzeneboronic acid hydrochloride, BL009306, DS-12715, FA142951, SY022327, DB-024852, 2-Aminophenylboronic acid hydrochloride, >=95%, (2-Aminophenyl)boronic acid–hydrogen chloride (1/1)

2-Aminophenylboronic acid hydrochloride is primarily employed as a key intermediate in palladium-catalyzed cross-coupling reactions for synthesizing biaryl compounds. It serves as a critical reagent in pharmaceutical development, particularly for creating protease inhibitors and kinase-targeted therapies. Additionally, its boronic acid group enables applications in carbohydrate recognition and sensor design for diagnostic assays. Researchers also leverage its dual functionality to modify surfaces or polymers for biomedical devices.

Safety and Hazards

GHS Hazard Statements

• H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (97.5%)

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