(6-ethoxypyridin-3-yl)boronic acid

• ChemBase ID: 68870
• Molecular Formular: C7H10BNO3
• Molecular Mass: 166.9702
• Monoisotopic Mass: 167.07537359
• SMILES: c1(ccc(cn1)B(O)O)OCC
• Canonical SMILES: CCOc1ccc(cn1)B(O)O
• InChI: InChI=1S/C7H10BNO3/c1-2-12-7-4-3-6(5-9-7)8(10)11/h3-5,10-11H,2H2,1H3
• InChIKey: UONCERAQKBPLML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6-ethoxypyridin-3-yl)boronic acid
• IUPAC Traditional name: 6-ethoxypyridin-3-ylboronic acid
• Synonyms: 2-Ethoxy-5-pyridylboronic acid; 6-Ethoxypyridine-3-boronic acid; (6-Ethoxypyridin-3-yl)boronic acid; 3-Borono-6-ethoxypyridine; 6-Ethoxypyridine-3-boronic acid; 2-Ethoxy-5-pyridineboronic acid; 2-Ethoxy-5-pyridineboronic acid; 6-Ethoxypyridine-3-boronic acid; 6-Ethoxy-3-pyridinylboronic acid; 6-乙氧基吡啶-3-硼酸; 2-乙氧基-5-吡啶硼酸; 6-乙氧基吡啶-3-硼酸; 6-乙氧基-3-吡啶硼酸

Database IDs

• CAS Number: 612845-44-0
• EC Number: 000-000-0
• MDL Number: MFCD06201032
• Beilstein Number: 9388808
• PubChem SID: 162034600
• PubChem CID: 12012237

CALCULATED PROPERTIES

• Acid pKa: 8.527591
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1158268
• LogD (pH = 7.4): 1.0852383
• Log P: 1.1163
• Molar Refractivity: 39.9719 cm^3
• Polarizability: 17.01675 Å^3
• Polar Surface Area: 62.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-104°C; 116-122 °C

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold/Store under Argon
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%; 98%
• Empirical Formula (Hill Notation): C7H10BNO3

DETAILS

Sigma Aldrich - 718815

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for:
• Domino rhodium-catalyzed alkyne arylation/palladium-catalyzed N arylation1
• Identification of 2-(4-pyridyl)thienopyridinones as GSK-3β inhibitors2
• Suzuki coupling3
• Preparation of heterobiaryls by Suzuki-Miyaura cross-coupling reaction with aryl or heteroaryl halides catalyzed by a palladium precatalyst and monophosphine ligand4
• Suzuki cross-coupling reactions to yield heteroarylpyridines5