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| | 2 6-DIFLUORO-4-METHOXYPHENYLBORONIC ACID Basic information |
| | 2 6-DIFLUORO-4-METHOXYPHENYLBORONIC ACID Chemical Properties |
| Melting point | 125-130 °C(lit.) | | Boiling point | 269.3±50.0 °C(Predicted) | | density | 1.35±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to crystal | | pka | 8.55±0.58(Predicted) | | color | White to Almost white | | InChI | 1S/C7H7BF2O3/c1-13-4-2-5(9)7(8(11)12)6(10)3-4/h2-3,11-12H,1H3 | | InChIKey | WVSZSFADEBGONQ-UHFFFAOYSA-N | | SMILES | COc1cc(F)c(B(O)O)c(F)c1 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 2931900090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2 6-DIFLUORO-4-METHOXYPHENYLBORONIC ACID Usage And Synthesis |
| Uses | suzuki reaction | | Uses | 2,6-Difluoro-4-methoxyphenylboronic acid can be used:
- To prepare a ligand N4Py2Ar2, which in turn is used to synthesize a Fe complex, employed in aromatic CF hydroxylation reactions.
- As a substrate in the study of copper-catalyzed trifluoromethylthiolation of boronic acids.
- As a substrate in the preparation of a thio xylopyranoside as a potent antithrombotic agent.
| | Synthesis | General procedure for the synthesis of 2,6-difluoro-4-methoxyphenylboronic acid from 2-(3,5-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) anisole: To an acetone solution of 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) anisole (0.88 g. 15 mL) was added to an aqueous ammonium acetate solution (18 mL, 1 mol/L aqueous solution) and sodium metaiodate (2.6 g). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was concentrated, diluted with water and extracted with ethyl acetate. The organic phases were combined, dried with sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography with the eluent cyclohexane/ethyl acetate (1:0→1:1). The target product 2,6-difluoro-4-methoxyphenylboronic acid was obtained in a yield of 0.27 g in 44%. | | References | [1] Patent: WO2008/34859, 2008, A1. Location in patent: Page/Page column 40 |
| | 2 6-DIFLUORO-4-METHOXYPHENYLBORONIC ACID Preparation Products And Raw materials |
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