(5-bromo-2-methoxyphenyl)boronic acid

• ChemBase ID: 76637
• Molecular Formular: C7H8BBrO3
• Molecular Mass: 230.85162
• Monoisotopic Mass: 229.97498652
• SMILES: B(c1c(ccc(c1)Br)OC)(O)O
• Canonical SMILES: COc1ccc(cc1B(O)O)Br
• InChI: InChI=1S/C7H8BBrO3/c1-12-7-3-2-5(9)4-6(7)8(10)11/h2-4,10-11H,1H3
• InChIKey: FVRLSHRAYPFXRQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5-bromo-2-methoxyphenyl)boronic acid
• IUPAC Traditional name: 5-bromo-2-methoxyphenylboronic acid
• Synonyms: 3-Bromo-6-methoxyphenylboronic acid; 5-Bromo-2-methoxybenzeneboronic acid; 5-Bromo-2-methoxyphenylboronic acid; (5-Bromo-2-methoxy)benzeneboronic acid; 5-Bromo-2-methoxyphenylboronic acid; 4-Bromoanisole-2-boronic acid; 5-Bromo-2-methoxybenzeneboronic acid; 5-Bromo-2-methoxyphenylboronic acid; 5-溴-2-甲氧基苯硼酸

Database IDs

• CAS Number: 89694-45-1
• MDL Number: MFCD00093409
• PubChem SID: 162041541; 24873651
• PubChem CID: 4532730

CALCULATED PROPERTIES

• Acid pKa: 8.337646
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1782727
• LogD (pH = 7.4): 2.1316922
• Log P: 2.1789
• Molar Refractivity: 44.6895 cm^3
• Polarizability: 18.94655 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 129-131°C; 129-131°C; 130-135 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Linear Formula: BrC6H3(OCH3)B(OH)2

DETAILS

Sigma Aldrich - 512702

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Tweezers-like aromatic molecules with luminescent properties1
• Suzuki-Miyaura cross-coupling reactions2,3