(2-aminophenyl)boronic acid hydrochloride

• ChemBase ID: 74660
• Molecular Formular: C6H9BClNO2
• Molecular Mass: 173.40516
• Monoisotopic Mass: 173.04148661
• SMILES: Nc1ccccc1B(O)O.Cl
• Canonical SMILES: OB(c1ccccc1N)O.Cl
• InChI: InChI=1S/C6H8BNO2.ClH/c8-6-4-2-1-3-5(6)7(9)10;/h1-4,9-10H,8H2;1H
• InChIKey: WPDASZCYRKGSTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-aminophenyl)boronic acid hydrochloride
• IUPAC Traditional name: 2-aminophenylboronic acid hydrochloride
• Synonyms: 2-Aminobenzeneboronic acid hydrochloride; 2-Aminophenylboronic acid hydrochloride; (2-AMinophenyl)boronic acid hydrochloride; 2-Aminophenylboronic acid hydrochloride; 2-氨基苯硼酸 盐酸盐

Database IDs

• CAS Number: 5570-18-3; 863753-30-4
• MDL Number: MFCD02258096
• PubChem SID: 162039579
• PubChem CID: 16427090

CALCULATED PROPERTIES

• Acid pKa: 8.854004
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.85537076
• LogD (pH = 7.4): 0.8416598
• Log P: 0.8566
• Molar Refractivity: 35.3039 cm^3
• Polarizability: 14.673105 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-118°C; 145-156 °C

Safety Information

• Storage Warning: Harmful
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 22-24/25
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302

Product Information

• Purity: ≥95%; 95+%; 97%; 98%
• Linear Formula: NH2C6H4B(OH)2 · HCl

DETAILS

Sigma Aldrich - 721379

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of small molecules with a trihydroxybenzene motif as pan-selectin antagonists and potential antiinflammatory agents1
• Preparation of designed boronate ligands for glucose-selective holographic sensors2