6-Fluoroveratraldehyde
6-Fluoroveratraldehyde
CAS: 71924-62-4
Molecular Formula: C9H9FO3
6-Fluoroveratraldehyde - Names and Identifiers
| Name | 6-Fluoroveratraldehyde |
| Synonyms | 6-Fluoroveratraldehyde 6-FLUOROVERATRALDEHYDE 2-FLUORO-4,5-DIMETHOXYBENZALDEHYDE 4,5-DIMETHOXY-2-FLUOROBENZALDEHYDE 3,4-DIMETHOXY-6-FLUOROBENZALDEHYDE 6-Fluoro-3,4-dimethoxybenzaldehyde Benzaldehyde,2-fluoro-4,5-dimethoxy- 4,5-Dimethoxy-2-fluorobenzaldehyde~2-Fluoro-4,5-dimethoxybenzaldehyde |
| CAS | 71924-62-4 |
| EINECS | 676-950-0 |
6-Fluoroveratraldehyde - Physico-chemical Properties
| Molecular Formula | C9H9FO3 |
| Molar Mass | 184.16 |
| Density | 1.201±0.06 g/cm3(Predicted) |
| Melting Point | 93-97°C(lit.) |
| Boling Point | 273.3±35.0 °C(Predicted) |
| Appearance | powder to crystal |
| Color | White to Light yellow |
| BRN | 2109343 |
| Storage Condition | 2-8℃ |
| Sensitive | Air Sensitive |
| MDL | MFCD00061108 |
6-Fluoroveratraldehyde - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| HS Code | 29122900 |
| Hazard Note | Irritant |
6-Fluoroveratraldehyde - Reference Information
| Application | 6-fluorobenzaldehyde, also known as 2-fluoro-4, 5-dimethoxybenzaldehyde, is an organic intermediate, 6-fluoroglucanal can be prepared from 3, 4-dimethoxyaniline by first preparing 3, 4-dimethoxyfluorobenzene by diazotization reaction and then reacting with 1,1-dichloromethyl ether. |
| preparation | preparation of step 1, 3, 4-dimethoxyfluorobenzene 10.0g(65.4mmol) 3, 4-dimethoxyaniline was dissolved in 40.0mL HBF4(aq 41%) and 40ml CH3OH, cooled to -5 ℃ in ice-salt bath, and 10. 0ml of n-butyl nitrite was added dropwise under electromagnetic stirring, after stirring for 90 minutes, ml of cold ether was added, after standing at 0 ° C. For 2 hours, a solid precipitates; Suction filtration, washing with 50ml of cold diethyl ether, and vacuum drying to obtain 15.0g(59.8mmol) of a pale purple solid, yield 90%. 20.4g(81.3mmol) of the above solid was filled in a ML round bottom flask, and the receiving bottle was connected with a U-tube, and the receiving bottle was cooled with CaCl2-ice bath; The bottom of the flask was heated by a gas lamp until the solid was completely decomposed, obtain brown oily liquid; Add 10ml of diethyl ether to dissolve, respectively with 5ml of 10% NaOH solution and 5ml water, water layer with 10ml ether extraction twice, combined organic layer, sufficient anhydrous sodium sulfate dry, after filtration, the solvent was removed by rotary evaporation and purified by distillation under reduced pressure to give 5.2g of a pale yellow oily liquid in a yield of 42%. Step 2: preparation of 2-fluoro-4, 5-dimethoxybenzaldehyde. 5.70g(36.5mmol) of 3, 4-dimethoxyfluorobenzene was dissolved in 50ml of ch2cl2 in a ML three-necked flask, cooled to 0 °c in an ice bath, after passing N2 to drive away the air in the bottle, 7.8ml TiCl4 dissolved in 20ml ch2cl2 was added dropwise, and then 6.2ml ch3ochcl2 dissolved in 15ml ch2cl2 was added dropwise, stirred for 30 minutes, then removed from the ice bath, and stirred at room temperature for 4 hours; the reaction mixture was poured into a beaker containing 150g of crushed ice. After the ice was melted, the organic layer was separated, and the aqueous layer was extracted twice with 50ml of ether, after filtration and rotary evaporation, the solvent was removed to obtain a yellow solid, which was recrystallized from a mixed solvent of diethyl ether/petroleum ether, and dried under vacuum to obtain 4.01g(21.8mmol) of a light yellow solid, with a yield of 60%. |
Last Update：2024-04-09 21:04:16
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