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| 3-FLUORO-4-HYDROXYPHENYLACETIC ACID Basic information |
| 3-FLUORO-4-HYDROXYPHENYLACETIC ACID Chemical Properties |
Melting point | 132-134 °C (lit.) | Boiling point | 320.3±27.0 °C(Predicted) | density | 1.423±0.06 g/cm3(Predicted) | storage temp. | Sealed in dry,Room Temperature | form | Crystalline Powder | pka | 4.30±0.10(Predicted) | color | White to beige | CAS DataBase Reference | 458-09-3(CAS DataBase Reference) |
Hazard Codes | Xi | Risk Statements | 36/37/38 | Safety Statements | 26-36 | WGK Germany | 3 | HazardClass | IRRITANT | HS Code | 29182900 |
| 3-FLUORO-4-HYDROXYPHENYLACETIC ACID Usage And Synthesis |
Chemical Properties | White to beige crystalline powder | Synthesis | General procedure for the synthesis of 3-fluoro-4-hydroxyphenylacetic acid from 3-fluoro-4-methoxyphenylacetic acid: Aluminum chloride (42.8 g, 0.32 mol) was slowly added to 500 mL of toluene solution containing 3-fluoro-4-methoxyphenylacetic acid (45 g, 0.245 mol), and the temperature of the reaction was controlled to be no more than 25 °C. Subsequently, the reaction mixture was heated to reflux for 5 hours. Upon completion of the reaction, 260 mL of 10% hydrochloric acid was added to the cooled solution. The precipitate was collected by filtration and the filtrate was extracted twice with 75 mL of 1,2-dichloroethane. The organic extracts were combined and washed sequentially with 5% sodium hydroxide solution and water. The alkaline washings were combined with the previously collected precipitate and filtered through activated carbon after adjusting the pH to 12 with 5% sodium hydroxide solution. The filtrate was acidified with 50% sulfuric acid and the resulting oil was extracted with ether. The organic phase was dried and the solvent was evaporated to give 3-fluoro-4-hydroxyphenylacetic acid in a yield of 25 g (62% yield). The melting point of the product was 109-111 °C. Mass spectrum (ESI) m/z (relative abundance): 193.0 [M + Na]+. | Purification Methods | Crystallise the acid from water. [Beilstein 10 III 440.] | References | [1] Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 1, p. 296 - 306 [2] European Journal of Medicinal Chemistry, 2014, vol. 87, p. 508 - 518 [3] Chemische Berichte, 1952, vol. 85, p. 577,580 [4] DRP/DRBP Org.Chem., |
| 3-FLUORO-4-HYDROXYPHENYLACETIC ACID Preparation Products And Raw materials |
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