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

• ChemBase ID: 69615
• Molecular Formular: C9H13BO3
• Molecular Mass: 180.00872
• Monoisotopic Mass: 180.09577468
• SMILES: c1(cc(ccc1)OC(C)C)B(O)O
• Canonical SMILES: CC(Oc1cccc(c1)B(O)O)C
• InChI: InChI=1S/C9H13BO3/c1-7(2)13-9-5-3-4-8(6-9)10(11)12/h3-7,11-12H,1-2H3
• InChIKey: UKZVUHVNTYDSOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(propan-2-yloxy)phenyl]boronic acid
• IUPAC Traditional name: 3-isopropoxyphenylboronic acid
• Synonyms: 3-Isopropoxyphenylboronic acid; (3-Isopropoxyphenyl)boronic acid; 3-[(Prop-2-yl)oxy]benzeneboronic acid; 3-Isopropoxybenzeneboronic acid 97%; 3-(1-Methylethoxy)phenylboronic acid; 3-(1-Methylethyl)oxyphenylboronic acid; 3-Isopropoxybenzeneboronic acid; 3-Isopropoxyphenylboronic acid; 3-异丙氧基苯硼酸

Database IDs

• CAS Number: 216485-86-8
• MDL Number: MFCD03701512
• PubChem SID: 162035341; 24878604
• PubChem CID: 5083932

CALCULATED PROPERTIES

• Acid pKa: 8.654652
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1423976
• LogD (pH = 7.4): 2.1193109
• Log P: 2.1427
• Molar Refractivity: 46.2341 cm^3
• Polarizability: 19.73153 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 76-81 °C(lit.); 76-81°C
• Boiling Point: 199°C
• Flash Point: 110 °C; 110°C; 230 °F
• Density: 1.075

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold/Store under Argon; IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 95+%; 97%; 98%
• Linear Formula: (CH3)2CHOC6H4B(OH)2

DETAILS

Sigma Aldrich - 542458

Other Notes
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant for synthesis of:
• Heteroaryl benzylureas with glycogen synthase kinase 3 (GSK-3) inhibitory activity1
• Modulators of survival motor neuron (SMN) protein2
• Inhibitors of cholesteryl ester transfer protein (CETP)3
• Selective sphingosine-1-phosphate receptor subtype-1 agonists4
• Cytotoxic open lactone analogs of Lamellarin D5