Description
3-Aminophenylboronic acid hydrochloride (CAS: 85006-23-1) is a high-purity boronic acid derivative with the molecular formula C6H9BClNO2, widely used in organic synthesis, pharmaceutical research, and material science. This compound features a boronic acid group (-B(OH)2) and an amino group (-NH2) on a phenyl ring, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions, bioconjugation, and sensor development. The hydrochloride salt form enhances its stability and solubility, ensuring reliable performance in aqueous and organic media. With a purity of 98%, this reagent is ideal for researchers requiring consistent results in catalysis, drug discovery, and polymer chemistry. Packaged under inert conditions to prevent degradation, it is suitable for use in both academic and industrial laboratories.
Properties
- CAS Number: 85006-23-1
- Complexity: 110
- IUPAC Name: (3-aminophenyl)boronic acid;hydrochloride
- InChI: InChI=1S/C6H8BNO2.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-4,9-10H,8H2;1H
- InChI Key: QBMHZZHJIBUPOX-UHFFFAOYSA-N
- Exact Mass: 173.0414864
- Molecular Formula: C6H9BClNO2
- Molecular Weight: 173.41
- SMILES: B(C1=CC(=CC=C1)N)(O)O.Cl
- Topological: 66.5
- Monoisotopic Mass: 173.0414864
- Synonyms: 3-Aminophenylboronic acid hydrochloride, 85006-23-1, (3-aminophenyl)boronic Acid Hydrochloride, 3-Aminophenylboronic acid, HCl, 3-Aminobenzeneboronic acid hydrochloride, MFCD00191748, (3-aminophenyl)boronic acid;hydrochloride, 3-Aminophenylboronic acid HCl, Boronic acid, (3-aminophenyl)-, hydrochloride, SCHEMBL521427, SBB003816, AKOS005255064, (3-aminophenyl)boronicAcidHydrochloride, CS-W000982, DS-2071, anilin-5-boronic acid hydrochloride salt, (‘3-AMINOPHENYL)BORONIC ACID HCL, FA139811, SY067013, 3-aminophenylboronic acid hydrochloride salt, DB-010526, 3-Aminophenylboronic acid hydrochloride, 98%
3-Aminophenylboronic acid hydrochloride is primarily used as a key intermediate in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl compounds for pharmaceuticals and agrochemicals. It also serves as a functional monomer in molecular imprinting for sensor applications due to its affinity for diols and sugars. In medicinal chemistry, it is employed to develop boron-containing drugs targeting enzyme inhibition or proteolysis-targeting chimeras (PROTACs). Additionally, its amino group enables conjugation with biomolecules for diagnostic or therapeutic purposes.
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