biphenyl-4-ylboronic acid
4-Biphenylboronic acid
CAS: 5122-94-1
Molecular Formula: C12H11BO2
biphenyl-4-ylboronic acid - Names and Identifiers
| Name | 4-Biphenylboronic acid |
| Synonyms | AKOS BRN-0030 RARECHEM AH PB 0261 4-Diphenylboronicacid 4-BIPHENYLBORONIC ACID 4-Biphenylboronic acid BIPHENYL-4-BORONIC ACID 4-BIPHENYLYLBORONIC ACID biphenyl-4-ylboronic acid 4-PHENYLPHENYLBORONIC ACID 4-Phenylbenzeneboronic acid 4-PHENYLBENZENEBORONIC ACID (1,1-Biphenyl-4-yl)boronic acid [1,1-Biphenyl]-4-ylboronic acid (1,1'-BIPHENYL-4-YL)BORONIC ACID [1,1'-Biphenyl]-4-ylboronic acid |
| CAS | 5122-94-1 |
| EINECS | 675-084-0 |
| InChI | InChI=1/C12H11BO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,14-15H |
biphenyl-4-ylboronic acid - Physico-chemical Properties
| Molecular Formula | C12H11BO2 |
| Molar Mass | 198.03 |
| Density | 1.18±0.1 g/cm3(Predicted) |
| Melting Point | 232-245 °C (lit.) |
| Boling Point | 385.5±35.0 °C(Predicted) |
| Flash Point | 186.9°C |
| Water Solubility | Insoluble in water. |
| Solubility | soluble in Acetone,Methanol |
| Vapor Presure | 1.24E-06mmHg at 25°C |
| Appearance | Crystalline powder |
| Color | White |
| BRN | 2937410 |
| pKa | 8.61±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.61 |
| MDL | MFCD00093311 |
| Physical and Chemical Properties | Melting point 232-245°C. |
biphenyl-4-ylboronic acid - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| TSCA | No |
| HS Code | 29310095 |
| Hazard Class | IRRITANT |
biphenyl-4-ylboronic acid - Reference Information
| use | 4-biphenylboronic acid is a boric acid compound, widely used in medicine and other fields. Boric acid compounds can react with chlorine, bromine or iodide aromatics and olefins in Suzuki, thereby connecting a variety of groups, and downstream products are very rich. |
| preparation | apply nitrogen to a 500 ml three-mouth flask equipped with mechanical stirring and thermometer y-tube for 10min, add THF(230ml), 4-bromobiphenyl (23.3g,100mmol), start stirring, cool the liquid nitrogen to -85 ℃ ~-80 ℃, then add n-butyl lithium (55ml,110mmol) and temperature control -85 ℃ ~-80 ℃, after dropping, heat preservation reaction at -85 ℃ ~-80 ℃ for 1.0h. Start dropping tributyl borate (27.6g,120mmol) and control the temperature -85 ℃ ~-80 ℃, after dropping the heat preservation reaction for 2.0h, stop the temperature control and naturally rise to 20 ℃ ~ 25 ℃. After the reaction, pour the reaction solution into 20ml of concentrated hydrochloric acid (12mol/L), stir for 5min, add 200ml of petroleum ether, 200ml of ultra-pure water, stir for 5min, separate the liquid, extract the aqueous phase twice with 100ml of petroleum ether each time, combine the organic phase, wash with 300ml of water each time, until the product is no longer precipitated, filter to obtain the product, heat and beat with n-heptane to obtain the intermediate 4-biphenylboric acid (13.89g, yield 70%). |
Last Update：2024-04-10 22:29:15
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