| Identification | Back Directory | [Name]
4-(pyridin-4-yl)phenylboronic acid | [CAS]
1045332-30-6 | [Synonyms]
4-(4-pyridyl)phenylboric acid
4-(4-Pyridyl)phenylboronic Acid
4-(Pyrid-4-yl)phenylboronic acid
4-(pyridin-4-yl)phenylboronic acid
4-(4'-Pyridinyl)phenylboronic acid
B-[4-(4-Pyridinyl)phenyl]boronic acid
Boronic acid, B-[4-(4-pyridinyl)phenyl]- | [Molecular Formula]
C11H10BNO2 | [MDL Number]
MFCD17170043 | [MOL File]
1045332-30-6.mol | [Molecular Weight]
199.01 |
| Chemical Properties | Back Directory | [Boiling point ]
397.3±44.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
7.62±0.10(Predicted) | [color ]
Pale Orange to Pale Brown |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of (4-(pyridin-4-yl)phenyl)boronic acid from 4-(4-bromophenyl)pyridine and triisopropyl borate was as follows: 23.4 g of 4-(4-bromophenyl)pyridine, 22.6 g of triisopropyl borate, and 350 mL of tetrahydrofuran were added to a 500 mL three-necked flask. The reaction mixture was cooled to -78 °C (using liquid nitrogen for cooling) and 0.12 mol of butyllithium was slowly added dropwise. After the dropwise addition was completed, the reaction mixture was kept at -78 °C for 1 hour. Subsequently, the reaction was quenched with saturated ammonium chloride solution and the pH was adjusted to 6 with dilute hydrochloric acid. the reaction mixture was filtered and the solid product was collected. The filter cake was washed with ethyl acetate to give a final product of 19.7 g of 4-(4-phenylboronic acid)pyridine. | [References]
[1] Patent: CN107759572, 2018, A. Location in patent: Paragraph 0189; 0191 |
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