(2-phenoxyphenyl)boronic acid

• ChemBase ID: 74812
• Molecular Formular: C12H11BO3
• Molecular Mass: 214.02494
• Monoisotopic Mass: 214.08012461
• SMILES: O(c1c(cccc1)B(O)O)c1ccccc1
• Canonical SMILES: OB(c1ccccc1Oc1ccccc1)O
• InChI: InChI=1S/C12H11BO3/c14-13(15)11-8-4-5-9-12(11)16-10-6-2-1-3-7-10/h1-9,14-15H
• InChIKey: AVOWPOFIQZSVGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-phenoxyphenyl)boronic acid
• IUPAC Traditional name: 2-phenoxyphenylboronic acid
• Synonyms: 2-Phenoxyphenylboronic acid; 2-Phenoxybenzeneboronic acid 98%; 2-PHENOXYPHENYLBORONIC ACID; 2-Phenoxybenzeneboronic acid; 2-苯氧基苯硼酸

Database IDs

• CAS Number: 108238-09-1
• MDL Number: MFCD01001592
• PubChem SID: 162039730; 24874208
• PubChem CID: 2773559

CALCULATED PROPERTIES

• Acid pKa: 8.35288
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.0681944
• LogD (pH = 7.4): 3.0231373
• Log P: 3.0688
• Molar Refractivity: 56.8443 cm^3
• Polarizability: 23.865725 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 104-108 °C(lit.); 116°C; 96-100°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 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%
• Linear Formula: C6H5OC6H4B(OH)2

DETAILS

Sigma Aldrich - 521485

Other Notes
Contains varying amounts of anhydride
Packaging
10 g in glass bottle
Application
Reactant for:
• Palladium catalyzed cross-coupling reactions1
• Trifluoromethylation via copper-mediated oxidative cross-coupling2
• Preparation of biologically and pharmacologically active molecules3,4
• Preparation of pyridazine-based scaffolds as a-helix mimetics5