1H-Indole-7-boronic acid
1H-indol-7-ylboronic acid
CAS: 210889-31-9
Molecular Formula: C8H8BNO2
1H-Indole-7-boronic acid - Names and Identifiers
| Name | 1H-indol-7-ylboronic acid |
| Synonyms | (1H-Indol-7-yl) 7-Borono-1H-Indole Indole-7-Boronic Acid INDOLE-7-BORONIC ACID 1H-indol-7-ylboronicaci 1H-Indole-7-boronic acid 1H-indol-7-ylboronic acid 1H-Indol-7-ylboronic acid 1H-INDOL-7-YLBORONIC ACID Boronicacid,B-1H-indol-7-yl- boronic acid, B-1H-indol-7-yl- |
| CAS | 210889-31-9 |
| EINECS | 1312995-182-4 |
| InChI | InChI=1/C8H8BNO2/c11-9(12)7-3-1-2-6-4-5-10-8(6)7/h1-5,10-12H |
1H-Indole-7-boronic acid - Physico-chemical Properties
| Molecular Formula | C8H8BNO2 |
| Molar Mass | 160.97 |
| Density | 1.33±0.1 g/cm3(Predicted) |
| Boling Point | 433.2±37.0 °C(Predicted) |
| Flash Point | 215.8°C |
| Vapor Presure | 2.83E-08mmHg at 25°C |
| pKa | 9.20±0.30(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| Refractive Index | 1.662 |
1H-Indole-7-boronic acid - Reference Information
| Application | Indole -7-boric acid is a boric acid derivative, boric acid derivatives are widely used in organic synthesis for the formation of carbon-carbon bonds. In Suzuki coupling, aryl halides and boric acid aryl or vinyl ester or boric acid are coupled using Pd(PPh3)4. |
| Preparation | In a flask to avoid light, KH(62mg,1.53mmol) is suspended in anhydrous THF(0.4ml) at 0°C and in an argon atmosphere. 7-bromoindole (300mg,1.53mmol) in anhydrous THF(2.6ml) was added and the mixture was stirred for 15 minutes. After cooling to -78°C, a solution of tert-butyl lithium in pentane (3.1mmol) that was previously cooled to -78°C was added dropwise. Let the mixture reach room temperature, stir for 15 minutes, and cool again to -78°C. Add B(OMe)3(341 μl, 1.53mmol) and continue stirring at room temperature for 3 hours. Add H2O(5ml) and extract the mixture with EtAcO(2 x10ml). The aqueous phase was acidified to pH1 with 10% HCl and extracted again with EtAcO(3x 10ml). The combined organic extracts were dried on anhydrous MgSO4 and filtered. Evaporate the solvent, leaving crude indole -7-boric acid in the form of light brown oil |
Last Update：2024-04-09 21:11:58
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