(3-ethoxyphenyl)boronic acid

• ChemBase ID: 32798
• Molecular Formular: C8H11BO3
• Molecular Mass: 165.98214
• Monoisotopic Mass: 166.08012461
• SMILES: c1(cc(ccc1)OCC)B(O)O
• Canonical SMILES: CCOc1cccc(c1)B(O)O
• InChI: InChI=1S/C8H11BO3/c1-2-12-8-5-3-4-7(6-8)9(10)11/h3-6,10-11H,2H2,1H3
• InChIKey: CHCWUTJYLUBETR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-ethoxyphenyl)boronic acid
• IUPAC Traditional name: 3-ethoxyphenylboronic acid
• Synonyms: 3-Ethoxybenzeneboronic acid; 3-Ethoxybenzeneboronic acid; 3-Ethoxyphenylboronic acid; 3-Ethoxyphenylboronic acid; 3-Ethoxyphenylboronic acid; 3-Ethoxybenzeneboronic acid; 间乙氧基苯硼酸; 3-乙氧基苯硼酸

Database IDs

• CAS Number: 90555-66-1
• MDL Number: MFCD00274219
• PubChem SID: 24867691; 160996105
• PubChem CID: 2773920

CALCULATED PROPERTIES

• Acid pKa: 8.655542
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7292982
• LogD (pH = 7.4): 1.7062576
• Log P: 1.7296
• Molar Refractivity: 41.8153 cm^3
• Polarizability: 17.891073 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139-146 °C(lit.); 142-146°C

Safety Information

• Storage Warning: Irritant; IRRITANT, KEEP COLD
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Impurities: <15% anhydride
• Linear Formula: C2H5OC6H4B(OH)2

DETAILS

Sigma Aldrich - 441635

包装
1, 5 g in glass bottle
Application
Reactant involved in:
• Cyanation for synthesis of aromatic and vinyl nitriles1
• Microwave-assisted palladium-catalyzed arylation of resin supported pyrazinones2
• Copper-mediated N- and O-arylations3Reactant involved in synthesis of biologically active molecules including:
• Amino derivatives of indole for use as isoprenylcysteine carboxyl methyltransferase inhibitors4
• 5-Arylindazole glucocorticoid receptor agonists and antagonists5
• 1,5-Diaryl-1,2,4-triazoles as cis-restricted combretastatin analogs6