4-Chloro-2-fluorophenylboronic acid CAS 160591-91-3
4-Chloro-2-fluorophenylboronic acid Basic information
| Product Name: | 4-Chloro-2-fluorophenylboronic acid |
| Synonyms: | AKOS BRN-0717;4-CHLORO-2-FLUOROPHENYLBORONIC ACID;4-CHLORO-2-FLUOROBENZENEBORONIC ACID;4-Chloro-2-fluorobenzeneboronic acid 98%;4-Chloro-2-fluorobenzeneboronicacid98%;4-chloro-2-fluorobenzenboronic acid;Boronic acid, B-(4-chloro-2-fluorophenyl)-;1-Borono-4-chloro-2-fluorobenzene |
| CAS: | 160591-91-3 |
| MF: | C6H5BClFO2 |
| MW: | 174.37 |
| EINECS: | |
| Product Categories: | Aryl;Organoborons;blocks;BoronicAcids |
| Mol File: | 160591-91-3.mol |
4-Chloro-2-fluorophenylboronic acid Chemical Properties
| Melting point | 248-250 |
| Boiling point | 289.2±50.0 °C(Predicted) |
| density | 1.41±0.1 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 8.19±0.58(Predicted) |
| color | White to Light yellow |
| Water Solubility | Insoluble in water. |
| InChI | InChI=1S/C6H5BClFO2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H |
| InChIKey | YBNDRTRLXPEWKQ-UHFFFAOYSA-N |
| SMILES | B(C1=CC=C(Cl)C=C1F)(O)O |
| CAS DataBase Reference | 160591-91-3(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38-36 |
| Safety Statements | 26-36/37/39-37 |
| WGK Germany | 3 |
| HazardClass | IRRITANT |
| HS Code | 29319090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral Eye Irrit. 2 |
| Chemical Properties | White crystalline powder |
| Uses | Used as intermediates for pharmaceutical and agrochemicals. |
| Uses | suzuki reaction |
| Synthesis | 121-43-7 1996-29-8 7732-18-5 160591-91-3 To a 2L round bottom flask was added 1-bromo-4-chloro-2-fluorobenzene (50 g, 238.7 mmol) and anhydrous tetrahydrofuran (900 ml), and the mixture was cooled to -78°C with stirring. Slowly n-butyllithium (2.5 M hexane solution, 100 ml, 250 mmol) was added dropwise and stirred continuously for 1 hour at this temperature. Subsequently, trimethyl borate (31.9 ml, 286 mmol) was added slowly and the reaction was continued for 30 minutes. After completion of the reaction, 1N aqueous hydrochloric acid solution (600 ml) was added and gradually warmed up to room temperature while stirring. The organic layer was separated, dried with anhydrous magnesium sulfate and filtered. The solvent was removed by distillation under reduced pressure, and the concentrated product was extracted with a mixture of chloroform and hexane solvents, and finally purified by recrystallization to afford 4-chloro-2-fluorophenylboronic acid (33.7 g, 193.3 mmol) in 81% yield. |
| References | [1] Patent: KR101680413, 2016, B1. Location in patent: Paragraph 0129-0132 |
4-Chloro-2-fluorophenylboronic acid Preparation Products And Raw materials
| Raw materials | Hydrochloric acid-->Ethyl acetate-->Diethyl ether-->Tetrahydrofuran-->PETROLEUM ETHER-->Sodium nitrite-->Magnesium sulfate-->Sodium chloride-->n-Butyllithium-->Hydrogen bromide-->Sodium sulfite-->Triisopropyl borate-->Copper(II) sulfate-->Trimethyl borate-->Sodium bromide-->Cuprous bromide-->4-Chloro-2-fluoroaniline |
