[4-(hydroxymethyl)phenyl]boronic acid

• ChemBase ID: 10783
• Molecular Formular: C7H9BO3
• Molecular Mass: 151.95556
• Monoisotopic Mass: 152.06447455
• SMILES: c1c(ccc(c1)B(O)O)CO
• Canonical SMILES: OCc1ccc(cc1)B(O)O
• InChI: InChI=1S/C7H9BO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9-11H,5H2
• InChIKey: PZRPBPMLSSNFOM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4-(hydroxymethyl)phenyl]boronic acid
• IUPAC Traditional name: 4-(hydroxymethyl)phenylboronic acid
• Synonyms: 4-Boronobenzyl alcohol; 4-(Hydroxymethyl)benzeneboronic acid; α-Hydroxy-p-tolueneboronic acid; 4-Hydroxymethylbenzeneboronic acid; 4-(Hydroxymethyl)phenylboronic acid; 4-(Hydroxymethyl)phenylboronic acid; 4-(Hydroxymethyl)benzeneboronic acid; 4-(Hydroxymethyl)phenylboronic acid; 4-羟甲基苯硼酸; 4-(羟基甲基)苯硼酸

Database IDs

• CAS Number: 59016-93-2
• EC Number: 000-000-0
• MDL Number: MFCD00792672
• Beilstein Number: 2831413
• PubChem SID: 24873622; 160974090
• PubChem CID: 2734706

CALCULATED PROPERTIES

• Acid pKa: 8.746573
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.80425525
• LogD (pH = 7.4): 0.78547674
• Log P: 0.8045
• Molar Refractivity: 37.4194 cm^3
• Polarizability: 15.990103 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 251-256 °C(lit.); ca 280°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• 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-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 98%
• Linear Formula: HOCH2C6H4B(OH)2

DETAILS

Sigma Aldrich - 512338

Packaging
1, 10 g in glass bottle
Application
Reactant involved in the synthesis of biologically active compounds including:
• Imidazo[4,5-b]pyrazin-2-ones for use as mTOR kinase inhibitors1
• Human immunodificiency virus protease inhibitors with activity against resistant viruses2Reactant involved in:
• Suzuki coupling reactions2,3
• Copper-catalyzed transformation from arylboronic acids in water4Involved in the synthesis of polyurethane containing spindle-type chromophores5