3-(9H-carbazole-9-yl)phenylboronic acid
Boronic acid, [3-(9H-carbazol-9-yl)phenyl]-
CAS: 864377-33-3
Molecular Formula: C18H14BNO2
3-(9H-carbazole-9-yl)phenylboronic acid - Names and Identifiers
3-(9H-carbazole-9-yl)phenylboronic acid - Physico-chemical Properties
| Molecular Formula | C18H14BNO2 |
| Molar Mass | 287.12 |
| Density | 1.20 |
| Boling Point | 472.6±51.0 °C(Predicted) |
| Appearance | Powder |
| Color | Off-white |
| pKa | 8.30±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
3-(9H-carbazole-9-yl)phenylboronic acid - Reference Information
| application | 3-(9H-carbazole-9-yl) phenylboronic acid has the advantages of low cost and simple preparation process, which has attracted extensive attention. In addition, 3-(9H-carbazole-9-yl) phenylboronic acid plays an important role as an intermediate in the field of fine chemicals. |
| preparation | step 1: 9h-carbazole (60g, 350.8 mmol), 1-bromo -3-iodobenzene (202g, 717.6 mmol), CuI (33.4g, 175.4 mmol), ethylenediamine (23 mL, 350.8 mmol), K3PO4 (152.1g, 717.6 mmol) and toluene 400 mL are mixed in a 1 L round bottom flask, and then refluxed and stirred for 23 hours. After the reaction was completed, the mixture was cooled to room temperature; DCM and H2O were extracted; DCM layers were dried with MgSO4. Then, DCM layer is concentrated under reduced pressure and silica gel column is filtered. The resulting solvent is then concentrated under reduced pressure. Compound C- 5-1 (68g, 61%). Step 2: mix the compound (10g, 31.0 mmol) and THF 150 mL in a 500 mL round bottom flask and cool to -78 ℃. Then, 2.5 M n-butyl lithium (14.8 mL, 37.2 mmol) was added to the mixture, and after 1 hour, isopropyl borate (10.73 mL, 46.5 mmol) was added. After 18 hours, the mixture was extracted with EA and H2O, and the EA layer was dried with MgSO4. Then, EA was concentrated to obtain the target compound 3-(9H-carbazole-9-yl) phenylboronic acid (6.42 g, 68%). |
Last Update：2024-04-09 01:59:58
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