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| | 3-CHLORO-5-FLUOROPHENOL Basic information |
| | 3-CHLORO-5-FLUOROPHENOL Chemical Properties |
| Boiling point | 206.0±20.0 °C(Predicted) | | density | 1.408±0.06 g/cm3(Predicted) | | refractive index | 1.537 | | storage temp. | Inert atmosphere,Room Temperature | | form | liquid | | pka | 8.01±0.10(Predicted) | | color | Clear | | Water Solubility | Immiscible with water. | | CAS DataBase Reference | 202982-70-5(CAS DataBase Reference) |
| | 3-CHLORO-5-FLUOROPHENOL Usage And Synthesis |
| Uses | 3-Chloro-5-fluorophenol is used as an intermediate in organic synthesis. It plays an important role in the preparation of substituted amides as antagonists and/or inverse agonists of cannabinoid-1 receptor, substituted N-(arylmethyl)aryloxy arylcarboxamide and heteroarylcarboxamide antagonists for the PGE2 receptor EP4 for the treatment of pain, inflammation, osteoarthritis, and rheumatoid arthritis. | | Synthesis | The general procedure for the synthesis of 3-chloro-5-fluorophenol from 1-chloro-3-fluoro-5-methoxybenzene was as follows: 3-chloro-5-fluoroanisole (10 g, 62 mmol) was dissolved in dichloromethane (50 mL) under argon protection and the solution was cooled to -70 °C. Boron tribromide (11.8 mL, 124 mmol) was slowly added dropwise at -70 °C under vigorous stirring, and the dropwise process was controlled to be completed within 15 minutes. Upon completion of the reaction, the mixture was gradually warmed to room temperature and the pH was adjusted with saturated sodium bicarbonate solution to 6. Subsequently, the organic and aqueous layers were separated, and the aqueous layer was extracted with dichloromethane (2 x 50 mL). All organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and finally the solvent was evaporated under vacuum to afford the target product 3-chloro-5-fluorophenol (8 g, 88% yield, 54.6 mmol) as a yellow oil. The product was characterized by 1H NMR (DMSO-d6): δ 10.36 (s, 1H, OH), 6.73-6.79 (m, 1H, Ar-H), 6.64-6.68 (m, 1H, Ar-H), 6.53-6.59 (m, 1H, Ar-H). | | References | [1] Patent: WO2006/136924, 2006, A1. Location in patent: Page/Page column 133 |
| | 3-CHLORO-5-FLUOROPHENOL Preparation Products And Raw materials |
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