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| | 4-FLUORO-2-HYDROXYBENZALDEHYDE Basic information |
| | 4-FLUORO-2-HYDROXYBENZALDEHYDE Chemical Properties |
| Melting point | 70-72°C | | Boiling point | 208.2±20.0 °C(Predicted) | | density | 1.350±0.06 g/cm3(Predicted) | | Fp | 110° | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | crystalline solid | | pka | 7.18±0.10(Predicted) | | color | Pale yellow | | Sensitive | Air Sensitive | | CAS DataBase Reference | 348-28-7(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37 | | Hazard Note | Irritant | | HS Code | 29122990 |
| | 4-FLUORO-2-HYDROXYBENZALDEHYDE Usage And Synthesis |
| Chemical Properties | Solid | | Uses | 4-Fluorosalicylaldehyde is used as a reagent to synthesize quinoline derivatives that have potential antibacterial and antituberculosis effects. 4-Fluorosalicylaldehyde is also used as a reagent to prepare chromones (e.g. 4-Oxo-4H-1-benzopyran-2-carboxylic acid [B205670]). | | Synthesis | The general procedure for the synthesis of 4-fluoro-2-hydroxybenzaldehyde from formaldehyde and 3-fluorophenol was as follows: to a mixture containing 3-fluorophenol (5 mL, 55.3 mmol) and anhydrous acetonitrile (250 mL) were added MgCl2 (14.2 g, 149 mmol), anhydrous trimethylamine (27 mL) and paraformaldehyde (11 g). The reaction mixture was stirred under reflux conditions for 5 h and subsequently cooled to room temperature. The reaction was quenched by addition of 5% hydrochloric acid (250 mL) and extracted with ethyl acetate (100 mL × 3). The combined organic layers were washed sequentially with 5% hydrochloric acid, water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 50:1 to 20:1) to afford 4-fluoro-2-hydroxybenzaldehyde (5 g, 65% yield) as a light yellow solid.1H NMR (400 MHz, CDCl3) data were as follows: δ 11.37 (d, J = 1.6 Hz, 1H), 9.83 (s, 1H), 7.55- 7.59 (m, 1H), 6.65-6.75 (m, 2H). | | References | [1] Patent: WO2004/87686, 2004, A2. Location in patent: Page 504
[2] Patent: WO2004/87687, 2004, A1. Location in patent: Page 504
[3] Patent: WO2017/55860, 2017, A1. Location in patent: Page/Page column 138-139
[4] Patent: US2017/37038, 2017, A1. Location in patent: Paragraph 0375; 0376; 0377
[5] Patent: KR101679262, 2016, B1. Location in patent: Paragraph 0156-0158 |
| | 4-FLUORO-2-HYDROXYBENZALDEHYDE Preparation Products And Raw materials |
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