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

• ChemBase ID: 32877
• Molecular Formular: C9H13BO3
• Molecular Mass: 180.00872
• Monoisotopic Mass: 180.09577468
• SMILES: c1(ccc(cc1)OC(C)C)B(O)O
• Canonical SMILES: OB(c1ccc(cc1)OC(C)C)O
• InChI: InChI=1S/C9H13BO3/c1-7(2)13-9-5-3-8(4-6-9)10(11)12/h3-7,11-12H,1-2H3
• InChIKey: CJUHQADBFQRIMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-(propan-2-yloxy)phenyl]boronic acid
• IUPAC Traditional name: 4-isopropoxyphenylboronic acid
• Synonyms: 4-Isopropoxyphenylboronic acid; 4-Isopropoxylphenylboronic acid; (4-isopropoxyphenyl)boronic acid; 1-Borono-4-isopropoxybenzene; 4-Isopropoxybenzeneboronic acid; 4-(1-Methylethoxy)phenylboronic acid; 4-Isopropoxybenzeneboronic acid; 4-Isopropyloxyphenylboronic acid; 4-Isopropoxyphenylboronic acid; 4-异丙氧基苯硼酸

Database IDs

• CAS Number: 153624-46-5
• MDL Number: MFCD03427051
• PubChem SID: 160996184; 24878606
• PubChem CID: 3698726

CALCULATED PROPERTIES

• LogD (pH = 5.5): 2.1425188
• LogD (pH = 7.4): 2.1285388
• Log P: 2.1427
• Molar Refractivity: 46.2341 cm^3
• Polarizability: 19.731148 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 8.877205
• H Acceptors: 3
• H Donor: 2

PROPERTIES

Safety Information

• Storage Warning: IRRITANT; 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: 98%
• Linear Formula: C6H4OCH(CH3)2B(OH)2

DETAILS

Sigma Aldrich - 542474

General description
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Microwave-mediated click-chemistry synthesis of glyco-porphyrin derivatives with in vitro photo-cytotoxicity for application in photodynamic therapy1
• Palladium-catalyzed oxidative cross-coupling reactions2
• Ruthenium-catalyzed hydrogenation reactions3
• Stereoselective rhodium-catalyzed arylation4
• Palladium acetate catalyzed C-glycosidation5