[2-(propan-2-yloxy)phenyl]boronic acid

• ChemBase ID: 88071
• Molecular Formular: C9H13BO3
• Molecular Mass: 180.00872
• Monoisotopic Mass: 180.09577468
• SMILES: B(c1c(cccc1)OC(C)C)(O)O
• Canonical SMILES: CC(Oc1ccccc1B(O)O)C
• InChI: InChI=1S/C9H13BO3/c1-7(2)13-9-6-4-3-5-8(9)10(11)12/h3-7,11-12H,1-2H3
• InChIKey: XDMKBIIRBDPSOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(propan-2-yloxy)phenyl]boronic acid
• IUPAC Traditional name: 2-isopropoxyphenylboronic acid
• Synonyms: 2-(Propan-2-yloxy)phenylboronic acid; 2-Isopropoxybenzeneboronic acid; 2-Isopropoxyphenylboronic acid; 2-Isopropoxyphenylboronic acid; 2-Isopropoxybenzeneboronic acid; 2-Isopropoxybenzeneboronic acid 95%; 2-异丙氧基苯硼酸

Database IDs

• CAS Number: 138008-97-6
• MDL Number: MFCD03427050
• PubChem SID: 24878605; 162075111
• PubChem CID: 5084099

CALCULATED PROPERTIES

• Acid pKa: 8.417102
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1421776
• LogD (pH = 7.4): 2.1030383
• Log P: 2.1427
• Molar Refractivity: 46.2341 cm^3
• Polarizability: 19.733416 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 30-35 °C(lit.); 30-35°C; 30-35°C
• Boiling Point: 199 °C(lit.); 199°C
• Flash Point: 110 °C; 110°C(230°F); 230 °F
• Density: 1.075; 1.075 g/mL at 25 °C(lit.)
• Refractive Index: 1.5090; n20/D >1.5090(lit.)

Safety Information

• Storage Warning: Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• 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, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 95%; 95+%; 98%
• Linear Formula: C6H4OCH(CH3)2B(OH)2

DETAILS

Sigma Aldrich - 542466

Other Notes
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Suzuki arylation1
• Palladium-catalyzed Suzuki-Miyaura reaction2,3,4