5-CHLORO-2-FLUOROBENZENEBORONIC ACID
5-Chloro-2-fluorobenzeneboronic acid
CAS: 352535-83-2
Molecular Formula: C6H5BClFO2
5-CHLORO-2-FLUOROBENZENEBORONIC ACID - Names and Identifiers
| Name | 5-Chloro-2-fluorobenzeneboronic acid |
| Synonyms | 57842 AKOS BRN-0727 5-Chloro-2-fluorophenylbornic acid 5-Chloro-2-fluorophenylboronic acid 5-CHLORO-2-FLUOROPHENYLBORONIC ACID 5-CHLORO-2-FLUOROBENZENEBORONIC ACID 5-Chloro-2-fluorobenzeneboronic acid (5-Chloro-2-fluorophenyl)boronic acid 5-Chloro-2-fluorophenylboronic Acid (contains varying aMounts of Anhydride) |
| CAS | 352535-83-2 |
| EINECS | 675-613-5 |
| InChI | InChI=1/C6H5BClFO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,10-11H |
| InChIKey | GGTUVWGMCFXUAS-UHFFFAOYSA-N |
5-CHLORO-2-FLUOROBENZENEBORONIC ACID - Physico-chemical Properties
| Molecular Formula | C6H5BClFO2 |
| Molar Mass | 174.37 |
| Density | 1.41±0.1 g/cm3(Predicted) |
| Melting Point | 122-127 °C (lit.) |
| Boling Point | 310.8±52.0 °C(Predicted) |
| Flash Point | 141.8°C |
| Vapor Presure | 0.000252mmHg at 25°C |
| Appearance | Crystalline powder |
| pKa | 7.35±0.58(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.533 |
| MDL | MFCD05664225 |
5-CHLORO-2-FLUOROBENZENEBORONIC ACID - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37 - Wear suitable gloves. S60 - This material and its container must be disposed of as hazardous waste. |
| WGK Germany | 3 |
| HS Code | 29319090 |
| Hazard Class | IRRITANT |
5-CHLORO-2-FLUOROBENZENEBORONIC ACID - Reference Information
| application | 5-chloro-2-fluorophenylboronic 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. 5-chloro-2-fluorobenzene boronic acid can be prepared by reacting 2-bromo-4-chloro-1-fluorobenzene with triisopropyl borate. |
| preparation | to 2-bromo -4-chloro -1-fluorobenzene (5g,0.0238mol) in anhydrous ether (30 mL) is added into a solution of 2M n-BuLi in n-hexane (13mL,0.0262mol) under nitrogen atmosphere at -70 ℃. The solution was stirred at the same temperature for 30min, and then triisopropyl borate (4.93g,0.0262mol) was added dropwise to the solution. The formed white pulp was stirred at -70 ℃ for 30min, then warmed to room temperature and stirred for 1h. The reaction was monitored by TLC and H NMR. After the reaction, the reaction mixture was hydrolyzed with 6N NaOH and stirred for 1h. The reaction mixture was extracted with EtOAc. The organic layer was washed with brine and concentrated under reduced pressure to obtain a viscous compound, which was ground with n-pentane and dried to obtain 5-chloro-2-fluorophenylboronic acid as an off-white solid. |
Last Update：2024-04-10 22:29:15
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View History
5-CHLORO-2-FLUOROBENZENEBORONIC ACID
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