| Identification | Back Directory | [Name]
3-Biphenylboronic acid pinacol ester | [CAS]
912844-88-3 | [Synonyms]
3-Biphenylboronic acid pinacol ester Biphenyl-3-boronic Acid Pinacol Ester 1,1`-BIPHENYL]-3-YLBORONIC ACID PINACOL ESTER 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl -biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 4,4,5,5-tetramethyl-2-(3-phenylphenyl)-1,3,2-dioxaborolane 1,3,2-Dioxaborolane,2-[1,1'-biphenyl]-3-yl-4,4,5,5-tetramethyl- 2-([1,1'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | [Molecular Formula]
C18H23BO3 | [MDL Number]
MFCD18452169 | [MOL File]
912844-88-3.mol | [Molecular Weight]
298 |
| Chemical Properties | Back Directory | [Melting point ]
82 °C | [Boiling point ]
412.7±24.0 °C(Predicted) | [density ]
1.05±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [color ]
White to Almost white | [CAS DataBase Reference]
912844-88-3 |
| Hazard Information | Back Directory | [Uses]
suzuki reaction | [Synthesis]
Synthesis Example 8: Synthesis of Intermediates I-8
3-Bromo-1,1 '-biphenyl (20 g, 85.8 mmol) was dissolved in dimethylformamide (DMF) (1 L) under nitrogen protection, and bis(pinacolato)diboron (26 g, 103 mmol), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (0.7 g, 0.85 mmol), and potassium acetate (58 g 595 mmol). The reaction mixture was heated to 150 °C and refluxed for 5 hours. After completion of the reaction, water was added to the reaction solution, the mixture was filtered and dried in a vacuum oven. The resulting residue was separated and purified by fast column chromatography to afford the target compound I-8 (20 g, 85% yield).
High resolution mass spectrometry (HRMS, 70 eV, EI+): the calculated m/z value for C18H21B2O was 280.1635 and the measured value was 280.
Elemental analysis results: C, 77%; H, 7%. | [References]
[1] Patent: US2017/331067, 2017, A1. Location in patent: Paragraph 0212-0215 |
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