(2-phenylphenyl)boronic acid

• ChemBase ID: 32626
• Molecular Formular: C12H11BO2
• Molecular Mass: 198.02554
• Monoisotopic Mass: 198.08520999
• SMILES: c1ccc(c(c1)B(O)O)c1ccccc1
• Canonical SMILES: OB(c1ccccc1c1ccccc1)O
• InChI: InChI=1S/C12H11BO2/c14-13(15)12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9,14-15H
• InChIKey: HYCYKHYFIWHGEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-phenylphenyl)boronic acid
• IUPAC Traditional name: 2-phenylphenylboronic acid
• Synonyms: Biphenyl-2-boronic acid; 2-Biphenylboronic acid; 2-Biphenylboronic acid; 2-Phenylbenzeneboronic acid; Biphenyl-2-boronic acid; 2-联苯硼酸; 2-联苯基硼酸

Database IDs

• CAS Number: 4688-76-0
• MDL Number: MFCD00136929
• Beilstein Number: 3031806
• PubChem SID: 160995933; 24878589
• PubChem CID: 4589187

CALCULATED PROPERTIES

• Acid pKa: 8.625488
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.3238766
• LogD (pH = 7.4): 3.2992315
• Log P: 3.3242
• Molar Refractivity: 55.7397 cm^3
• Polarizability: 24.579441 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 167-172 °C(lit.); 167-180°C; 173-194°C; 177-180°C C

Safety Information

• Storage Warning: IRRITANT; Irritant/Store under Argon/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• 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%; 95+%; 98%
• Linear Formula: C6H5C6H4B(OH)2

DETAILS

Sigma Aldrich - 542202

Application
用于与乙酸苄酯发生钯催化交叉偶联反应生成二芳基甲烷的底物。8
Reactant involved in:
• Suzuki-Miyaura cross-coupling reactions with arylhalides1, dibromovinyl precursors2, alkenyl tosylates and mesylates3, and quinoline carboxylates4
• Intramolecular Friedel-Crafts alkylation for synthesis of chiral tetralins5
• Hydroxylation to phenols6
• Oxidative coupling iwth alkynes7
Other Notes
含有不定量的酸酐。
包装
5 g in glass bottle