[2-(benzyloxy)phenyl]boronic acid

• ChemBase ID: 32625
• Molecular Formular: C13H13BO3
• Molecular Mass: 228.05152
• Monoisotopic Mass: 228.09577468
• SMILES: c1(c(cccc1)OCc1ccccc1)B(O)O
• Canonical SMILES: OB(c1ccccc1OCc1ccccc1)O
• InChI: InChI=1S/C13H13BO3/c15-14(16)12-8-4-5-9-13(12)17-10-11-6-2-1-3-7-11/h1-9,15-16H,10H2
• InChIKey: MCAIDINWZOCYQK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(benzyloxy)phenyl]boronic acid
• IUPAC Traditional name: 2-(benzyloxy)phenylboronic acid
• Synonyms: 2-Benzyloxyphenylboronic acid; 2-Benzyloxybenzeneboronic acid; [2-[(Phenylmethyl)oxy]phenyl]boronic Acid; B-[2-(Phenylmethoxy)phenyl]boronic Acid; 2-Benzyloxyphenylboronic acid; 2-(Benzyloxy)benzeneboronic acid; 2-Benzyloxyphenylborornic acid; 2-(Phenylmethoxy)benzeneboronic acid; 2-(Phenylmethyl)oxyphenylboronic acid; 2-(Benzyloxy)phenylboronic acid; 2-苯甲氧基苯硼酸; 2-苄氧基苯硼酸

Database IDs

• CAS Number: 190661-29-1
• MDL Number: MFCD01632206
• Beilstein Number: 7813704
• PubChem SID: 160995932; 24874201
• PubChem CID: 2773253

CALCULATED PROPERTIES

• Acid pKa: 8.4153
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.1631753
• LogD (pH = 7.4): 3.1238806
• Log P: 3.1637
• Molar Refractivity: 61.6793 cm^3
• Polarizability: 25.647709 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 105-110 °C(lit.); 105-110°C; 96-99°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Harmful/Irritant/Keep Cold/Store under Argon; IRRITANT, CORROSIVE
• 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-P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 96%; 98%
• Linear Formula: C6H5CH2OC6H4B(OH)2

DETAILS

Sigma Aldrich - 521337

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Palladium complex-catalyzed selective hydroxylation1
• Palladium(II)-catalyzed oxidative Heck reactions2
• Metal-free electrophilic fluorination3
• Suzuki-Miyaura cross-coupling reactions4

Toronto Research Chemicals - B287740

Reagent used in the preparation of different kinase inhibitors.