(4-benzoylphenyl)boronic acid

• ChemBase ID: 91447
• Molecular Formular: C13H11BO3
• Molecular Mass: 226.03564
• Monoisotopic Mass: 226.08012461
• SMILES: O=C(c1ccccc1)c1ccc(cc1)B(O)O
• Canonical SMILES: OB(c1ccc(cc1)C(=O)c1ccccc1)O
• InChI: InChI=1S/C13H11BO3/c15-13(10-4-2-1-3-5-10)11-6-8-12(9-7-11)14(16)17/h1-9,16-17H
• InChIKey: CWMIVCCXDVRXST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-benzoylphenyl)boronic acid
• IUPAC Traditional name: 4-benzoylphenylboronic acid
• Synonyms: 4-Benzoylbenzeneboronic acid; 4-(Phenylcarbonyl)phenylboronic acid; 4-Benzoylphenylboronic acid; 4-苯甲酰苯硼酸

Database IDs

• CAS Number: 268218-94-6
• MDL Number: MFCD05664212
• PubChem SID: 162078146; 24874525
• PubChem CID: 4197235

CALCULATED PROPERTIES

• Acid pKa: 8.580553
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.8608413
• LogD (pH = 7.4): 2.8335946
• Log P: 2.8612
• Molar Refractivity: 61.179 cm^3
• Polarizability: 25.185787 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 204-212 °C(lit.)

Safety Information

• Storage Warning: Corrosive
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%; 98%
• Linear Formula: C6H5COC6H4B(OH)2

DETAILS

Sigma Aldrich - 526010

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Pd-catalyzed regioselective cross-coupling reactions1
• Synthesis of 9-arylpurines as a novel class of Enterovirus inhibitors2
• Suzuki cross-coupling3