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| | 2,4-Dichloro-5-fluoroacetophenone Basic information | | Application |
| Product Name: | 2,4-Dichloro-5-fluoroacetophenone | | Synonyms: | 2,4-DICHLORO-5-FLUOROACETOPHENONE;1-(2,4-DICHLORO-5-FLUOROPHENYL)ETHAN-1-ONE;1-(2,4-DICHLORO-5-FLUORO-PHENYL)-ETHANONE;2',4'-Dichloro-5'-Fluoroacetophenone 2,4-Dichloro-5-Fluoroacetophenone;2',4'-DICHLORO-5'-FLUOROACETOPHENONE, 90;2',4'-Dichloro-5'-fluoroacetophenone 98%;2',4'-Dichloro-5'-fluoroacetophenone98%;2,4- Dichloro -5-fluorohypnone | | CAS: | 704-10-9 | | MF: | C8H5Cl2FO | | MW: | 207.03 | | EINECS: | 615-113-6 | | Product Categories: | Ciprofloxacin intermediate;C7 to C8;Carbonyl Compounds;Ketones;ketone;FINE Chemical & INTERMEDIATES;Aromatic Acetophenones & Derivatives (substituted);K00001 | | Mol File: | 704-10-9.mol |  |
| | 2,4-Dichloro-5-fluoroacetophenone Chemical Properties |
| Melting point | 33-36 °C | | Boiling point | 167 °C(lit.) | | density | 1.425 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.546(lit.) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | form | powder to crystal | | color | White to Almost white | | Specific Gravity | 1.425 | | BRN | 3090042 | | InChI | InChI=1S/C8H5Cl2FO/c1-4(12)5-2-8(11)7(10)3-6(5)9/h2-3H,1H3 | | InChIKey | FAKJFAMIABOKBW-UHFFFAOYSA-N | | SMILES | C(=O)(C1=CC(F)=C(Cl)C=C1Cl)C | | CAS DataBase Reference | 704-10-9(CAS DataBase Reference) |
| Hazard Codes | Xi,F | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | Hazard Note | Flammable | | HazardClass | IRRITANT | | HS Code | 29147000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2,4-Dichloro-5-fluoroacetophenone Usage And Synthesis |
| Application | 2,4-Dichloro-5-fluoroacetophenone is an important chemical raw material used as a pharmaceutical intermediate. It is a major intermediate for the third-generation broad-spectrum and highly effective quinolone antibacterial agents ciprofloxacin and enrofloxacin. | | Chemical Properties | white to light yellow cryst. low melting solid | | Synthesis | In a 1000 mL four-necked flask, 15 g (0.091 mol) of 2,4-dichlorofluorobenzene was added and cooled to 20°C. The solution was then purified with aluminum chloride. Subsequently, 200.2 g (1.5 mol) of aluminum chloride was added, the temperature was maintained between 20-30°C, and 78.5 g (1.0 mol) of acetyl chloride was slowly added dropwise, with the dropwise process being controlled to be completed in 2 to 3 hours. The reaction mixture was gradually heated to 40°C and maintained for 30 minutes, then slowly warmed to 70°C and maintained for 1~2 hours. Then, the heating was continued slowly to 110°C and the reaction was carried out at 110±2°C for 3~4 hours. After the reaction was completed, it was cooled to room temperature, 500 g of 5% hydrochloric acid solution was added and hydrolyzed at 80~90°C for 2~3 hours. After the hydrolysis product was washed to neutral, the organic phase was separated and purified by secondary distillation and recrystallization to obtain 168 g of 2',4'-dichloro-5'-fluoroacetophenone with a purity of 99.8% and a yield of 89.3%. | | References | [1] Patent: CN102249881, 2016, B. Location in patent: Paragraph 0020; 0082-0083
[2] Tetrahedron Letters, 2009, vol. 50, # 21, p. 2525 - 2528
[3] Patent: WO2010/58421, 2010, A2. Location in patent: Page/Page column 20-21
[4] Patent: US6967205, 2005, B1. Location in patent: Page/Page column 25-26 |
| | 2,4-Dichloro-5-fluoroacetophenone Preparation Products And Raw materials |
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