(2-ethoxynaphthalen-1-yl)boronic acid

• ChemBase ID: 141760
• Molecular Formular: C12H13BO3
• Molecular Mass: 216.04082
• Monoisotopic Mass: 216.09577468
• SMILES: B(c1c2ccccc2ccc1OCC)(O)O
• Canonical SMILES: CCOc1ccc2c(c1B(O)O)cccc2
• InChI: InChI=1S/C12H13BO3/c1-2-16-11-8-7-9-5-3-4-6-10(9)12(11)13(14)15/h3-8,14-15H,2H2,1H3
• InChIKey: QUDVXFWSKXUSMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-ethoxynaphthalen-1-yl)boronic acid
• IUPAC Traditional name: 2-ethoxynaphthalen-1-ylboronic acid
• Synonyms: 2-Ethoxy-1-naphthylboronic acid; 2-Ethoxy-1-naphthaleneboronic acid; 2-Ethoxy-1-naphthaleneboronic acid; 2-乙氧基-1-萘硼酸

Database IDs

• CAS Number: 148345-64-6
• MDL Number: MFCD05664211
• PubChem SID: 24874232; 162235994
• PubChem CID: 16213801

CALCULATED PROPERTIES

• Acid pKa: 8.274871
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7310753
• LogD (pH = 7.4): 2.677687
• Log P: 2.7318
• Molar Refractivity: 58.2655 cm^3
• Polarizability: 25.430723 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-106 °C (dec.)(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 98%
• Linear Formula: C2H5OC10H6B(OH)2

DETAILS

Sigma Aldrich - 521884

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Pd-catalyzed Suzuki-Miyaura reaction1,2,3