Description

(2-Aminophenyl)boronic acid (CAS No. 5570-18-3) is a high-purity boronic acid derivative with the molecular formula C₆H₈BNO₂. This compound features a boronic acid functional group (-B(OH)₂) ortho to an amino group on a benzene ring, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its unique structure enables applications in Suzuki-Miyaura cross-coupling reactions, bioconjugation, and as a building block for bioactive molecules. Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied as a fine white to off-white powder, packaged under inert conditions to maintain stability. Ideal for researchers in medicinal chemistry, materials science, and catalysis.

Properties

• CAS Number: 5570-18-3
• Complexity: 110
• IUPAC Name: (2-aminophenyl)boronic acid
• InChI: InChI=1S/C6H8BNO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H,8H2
• InChI Key: DIRRKLFMHQUJCM-UHFFFAOYSA-N
• Exact Mass: 137.0648087
• Molecular Formula: C6H8BNO2
• Molecular Weight: 136.95
• SMILES: B(C1=CC=CC=C1N)(O)O
• Topological: 66.5
• Monoisotopic Mass: 137.0648087
• Synonyms: (2-aminophenyl)boronic Acid, B-(2-Aminophenyl)boronic acid, 611-303-8, 2-Aminophenylboronic acid, 5570-18-3, 2-Aminobenzeneboronic acid, MFCD01074645, C6H8BNO2, (2-Aminophenyl)boronicacid, O-AMINOPHENYLBORONIC ACID, NoName_370, 2-amino-phenylboronic acid, 2-aminophenyl boronic acid, 2-Amino-benzeneboronic acid, 2-amino phenyl boronic acid, SCHEMBL56105, B-(2-aminophenyl)-boronic acid, DTXSID50901275, DIRRKLFMHQUJCM-UHFFFAOYSA-N, BBL100496, SBB069893, STL554290, AKOS005254589, AB08088, AS-3109, CS-W000948, FA10483, PB43047, SY037284, DB-012334, EN300-195189, Z1201620794, 2-Aminobenzeneboronic acid(contains varying amounts of Anhydride)

Application

(2-Aminophenyl)boronic acid is widely used as a key reagent in Suzuki-Miyaura cross-coupling reactions to form biaryl compounds. It serves as a precursor for synthesizing boron-containing pharmaceuticals and agrochemicals. The ortho-aminophenyl group enhances its utility in designing fluorescent probes and sensors for diol recognition. Researchers also employ it in metal-organic framework (MOF) functionalization and as a ligand in transition-metal catalysis.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (87.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (87.5%)

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