3-FLUORO-4-NITRO-BENZALDEHYDE CAS 160538-51-2
3-FLUORO-4-NITRO-BENZALDEHYDE Basic information
| Product Name: | 3-FLUORO-4-NITRO-BENZALDEHYDE |
| Synonyms: | 3-FLUORO-4-NITRO-BENZALDEHYDE;3-FLUORO-4-NITROBENZENECARBALDEHYDE;3-floro-4-nitrobenzaldehyde;2-Fluoro-4-formylnitrobenzene;3-Fluoro-4-nitrobenzaldehyde 98%;Benzaldehyde, 3-fluoro-4-nitro-;uoro-4-nitrobenzenecarbaL;8-(Trifluoromethyl)propiophenone |
| CAS: | 160538-51-2 |
| MF: | C7H4FNO3 |
| MW: | 169.11 |
| EINECS: | |
| Product Categories: | Fluorine series |
| Mol File: | 160538-51-2.mol |
3-FLUORO-4-NITRO-BENZALDEHYDE Chemical Properties
| Melting point | 57-58 |
| Boiling point | 312℃ |
| density | 1.443 |
| Fp | 143℃ |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| form | powder to crystal |
| color | Light yellow to Amber |
| InChI | InChI=1S/C7H4FNO3/c8-6-3-5(4-10)1-2-7(6)9(11)12/h1-4H |
| InChIKey | BWUIGISQVCIQBT-UHFFFAOYSA-N |
| SMILES | C(=O)C1=CC=C([N+]([O-])=O)C(F)=C1 |
Safety Information
| Hazard Codes | Xi |
| HazardClass | IRRITANT |
| HS Code | 2913000090 |
| Chemical Properties | 3-fluoro-4-nitrobenzaldehyde is a strong, oxidizing agent with a pungent odor that is soluble in organic solvents. |
| Uses | 3-fluoro-4-nitrobenzaldehyde is resistant to oxidation by acids and bases and can be used for the synthesis of cytomegalovirus (CMV) inhibitors. |
| Synthesis | 863604-64-2 160538-51-2 General procedure for the synthesis of 3-fluoro-4-nitrobenzaldehyde from 3-fluoro-N-methoxy-N-methyl-4-nitrobenzamide: 3-fluoro-N-methoxy-N-methyl-4-nitrobenzamide was added to 800 mL of tetrahydrofuran (THF) under ice-salt/water bath cooling conditions. Subsequently, a THF solution of 1 M diisobutylaluminum hydride (DIBAL) was slowly added through the addition funnel over 30 min. The reaction mixture was stirred under nitrogen (N2) protection for 1 hour. Upon completion of the reaction, the reaction mixture was carefully diluted with 1N hydrochloric acid (500 mL) and ethyl acetate (EtOAc, 500 mL) and then transferred to a separatory funnel for separation. The organic phase was washed sequentially with 1N hydrochloric acid (3 × 250 mL), 1N sodium hydroxide (2 × 250 mL) and water (250 mL). All aqueous layers were back-extracted with ethyl acetate (2 × 250 mL). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated in vacuum to give 67 g of the target product 3-fluoro-4-nitrobenzaldehyde (396 mmol, 88% yield). The product was confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H-NMR, DMSO-d6): δ 10.06 (s, 1H), 8.36-8.32 (t, J = 7.8 Hz, 1H), 8.06-8.03 (d, J = 11.2 Hz, 1H), 7.95-7.93 (d, J = 9.1 Hz, 1H). |
| References | [1] Patent: WO2005/121147, 2005, A1. Location in patent: Page/Page column 106 |
3-FLUORO-4-NITRO-BENZALDEHYDE Preparation Products And Raw materials
| Raw materials | 3-Fluoro-4-nitrotoluene-->3-fluoro-N-methoxy-N-methyl-4-nitrobenzamide-->3-Fluoro-4-nitrobenzyl alcohol 99%-->Diisobutylaluminium hydride-->Hydrochloric acid-->Water-->Tetrahydrofuran |
