2-BAPC
(9-phenyl-9H-carbazol-2-yl)boronic acid
CAS: 1001911-63-2
Molecular Formula: C18H14BNO2
2-BAPC - Names and Identifiers
2-BAPC - Physico-chemical Properties
| Molecular Formula | C18H14BNO2 |
| Molar Mass | 287.12 |
| Density | 1.20±0.1 g/cm3(Predicted) |
| Boling Point | 466.0±51.0 °C(Predicted) |
| Solubility | very slightly in Tetrahydrofuran |
| Appearance | powder to crystal |
| Color | White to Almost white |
| pKa | 8.91±0.30(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| MDL | MFCD22207050 |
2-BAPC - Reference Information
| Introduction | (9-phenyl-9H-carbazole-2-yl) boric acid is a white solid at room temperature and pressure. It belongs to carbazole derivatives. With the help of the large conjugated structure in its structure, it is often used as an electron donor in luminescent materials and is widely used in the synthesis of organic optoelectronic materials and liquid crystal molecules. |
| Uses | (9-phenyl-9H-carbazole-2-yl) boric acid can be used as a synthetic intermediate for organic optoelectronic materials and liquid crystal molecules. In the synthesis and transformation, the boric acid group in the structure is mainly used to participate in various coupling reactions such as Suzuki coupling to connect the molecular skeleton to the target molecule as an electron donor, through its introduction, the conjugated structure of the target molecule can be changed to adjust the luminescent properties of the compound. |
| Synthesis method | After dissolving 2-bromo-9-phenyl-9H-carbazole (32g, 85.96 mmol) in tetrahydrofuran (THF) (300 mL), transfer the reaction system to a cold well at -78°C and place it to cool for 30 minutes, then, n-hexane solution 2.5 M n-butyllithium (37.8 mL, 94.55 mmol) was slowly added to the reaction mixture at -78°C. The obtained mixture is stirred at -78°C for 1 hour, then trimethyl borate (12.4mL,111.7mmol) is slowly added to the reaction system, the obtained reaction mixture is stirred for 12 hours, and distilled water is added to the reaction mixture, The reaction mixture is extracted with ethyl acetate for three times, the organic layer is separated, dried with anhydrous magnesium sulfate, filtered to remove the anhydrous magnesium sulfate solid, and the obtained organic phase liquid is evaporated under reduced pressure to remove the organic solvent, the residue obtained by column chromatography can be separated to obtain the target product (9-phenyl-9H-carbazol-2-yl) boric acid (20 g,59.31 mmol) with a yield of 69.0%. Figure (9-phenyl-9H-carbazole-2-yl) boric acid synthesis route |
Last Update：2024-04-10 22:29:15
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