(2-chloro-6-methoxyphenyl)boronic acid

• ChemBase ID: 32691
• Molecular Formular: C7H8BClO3
• Molecular Mass: 186.40062
• Monoisotopic Mass: 186.0255022
• SMILES: c1ccc(c(c1OC)B(O)O)Cl
• Canonical SMILES: COc1cccc(c1B(O)O)Cl
• InChI: InChI=1S/C7H8BClO3/c1-12-6-4-2-3-5(9)7(6)8(10)11/h2-4,10-11H,1H3
• InChIKey: XNWCIDBPLDKKAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-chloro-6-methoxyphenyl)boronic acid
• IUPAC Traditional name: 2-chloro-6-methoxyphenylboronic acid
• Synonyms: 2-Chloro-6-methoxyphenylboronic acid; 2-Chloro-6-methoxybenzeneboronic acid; 6-Chloro-2-methoxyphenylboronic acid; 2-Chloro-6-methoxyphenylboronic acid; 2-氯-6-甲氧基苯硼酸

Database IDs

• CAS Number: 385370-80-9
• MDL Number: MFCD04039878
• PubChem SID: 160995998; 24873654
• PubChem CID: 3378271

CALCULATED PROPERTIES

• Acid pKa: 8.0953455
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9040047
• LogD (pH = 7.4): 1.8256695
• Log P: 1.9051
• Molar Refractivity: 41.8715 cm^3
• Polarizability: 17.97281 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 162-165 °C(lit.); 162-165°CC

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%; 98%
• Linear Formula: ClC6H3(OCH3)B(OH)2

DETAILS

Sigma Aldrich - 512753

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Suzuki coupling1,2
• Preparation of inhibitors of cholesteryl ester transfer protein to raise HDLc levels3
• Pd-catalyzed Suzuki-Miyaura coupling4
• Solid-phase synthesis of 2,3,5-trisubstituted indoles5