[2-methoxy-5-(propan-2-yl)phenyl]boronic acid

• ChemBase ID: 140785
• Molecular Formular: C10H15BO3
• Molecular Mass: 194.0353
• Monoisotopic Mass: 194.11142474
• SMILES: B(c1cc(ccc1OC)C(C)C)(O)O
• Canonical SMILES: COc1ccc(cc1B(O)O)C(C)C
• InChI: InChI=1S/C10H15BO3/c1-7(2)8-4-5-10(14-3)9(6-8)11(12)13/h4-7,12-13H,1-3H3
• InChIKey: UTKAEAGLVJFBMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-methoxy-5-(propan-2-yl)phenyl]boronic acid
• IUPAC Traditional name: 5-isopropyl-2-methoxyphenylboronic acid
• Synonyms: 5-Isopropyl-2-methoxyphenylboronic acid; 5-Isopropyl-2-methoxybenzeneboronic acid; 5-Isopropyl-2-methoxybenzeneboronic acid; [2-Methoxy-5-(1-methylethyl)phenyl]boronic acid; 5-Isopropyl-2-methoxyphenylboronic acid; 5-ISOPROPYL-2-METHOXYPHENYLBORONIC ACID; 5-异丙基-2-甲氧基苯硼酸

Database IDs

• CAS Number: 216393-63-4
• MDL Number: MFCD01318154
• Beilstein Number: 9193266
• PubChem SID: 162235025; 24885577
• PubChem CID: 4589190

CALCULATED PROPERTIES

• Acid pKa: 8.427459
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5805898
• LogD (pH = 7.4): 2.5423326
• Log P: 2.5811
• Molar Refractivity: 51.2575 cm^3
• Polarizability: 21.495857 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 84-88 °C; 85-87°C

Safety Information

• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%; 98+%
• Empirical Formula (Hill Notation): C10H15BO3

DETAILS

Sigma Aldrich - 680583

General description
May contain varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant involved in the synthesis of many biologically active molecules including:
• Oxazolidinones for use as cholesteryl ester transfer protein inhibitors for atherosclerosis treatment1,2
• Selective quinazolinyl-phenol inhibitors of CHK1 as antitumor and radioprotectants3
• Biaryl-containing carbamates as CETP inhibitors4
• α -Sulfone hydroxamates as MMP inhibitors5Reactant involved in Suzuki-Miyaura cross coupling with 2-nitroarenediazonium tetrafluoroborate for synthesis of 2-nitrobiphenyls6