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| | 3'-Bromo-4'-fluoroacetophenone Basic information |
| | 3'-Bromo-4'-fluoroacetophenone Chemical Properties |
| Melting point | 52-57 °C(lit.) | | Boiling point | 150°C 12mm | | density | 1.5728 (rough estimate) | | refractive index | 1.5450 (estimate) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | form | powder to crystal | | color | White to Orange to Green | | BRN | 3088698 | | InChI | 1S/C8H6BrFO/c1-5(11)6-2-3-8(10)7(9)4-6/h2-4H,1H3 | | InChIKey | SZDWTGAORQQQGY-UHFFFAOYSA-N | | SMILES | CC(=O)c1ccc(F)c(Br)c1 | | CAS DataBase Reference | 1007-15-4(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29147000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3'-Bromo-4'-fluoroacetophenone Usage And Synthesis |
| Chemical Properties | White to yellowish low melting soli | | Uses | 3′-Bromo-4′-fluoroacetophenone is also referred as 3-bromo-4-fluoro-acetophenone. Palladium-catalyzed amination of 3-bromo-4-fluoro-acetophenone has been reported. | | General Description | 3′-Bromo-4′-fluoroacetophenone is also referred as 3-bromo-4-fluoro-acetophenone. Palladium-catalyzed amination of 3-bromo-4-fluoro-acetophenone has been reported. | | Synthesis | Example A5: Synthesis of 1-(3,5-dibromo-4-fluorophenyl)ethan-1-one and 1-(3-bromo-4-fluorophenyl)ethan-1-one
69 g (0.5 mol) of 4-fluoroacetophenone was slowly added dropwise to 200.0 g (1.5 mol) of finely powdered aluminum and heated to 70 °C with stirring. The reaction temperature was maintained at 75-80 °C for 20 min, followed by the slow addition of 184 g (1.15 mol) of bromine at the same temperature over a period of 2.5 hours. After completion of the reaction, the mixture was heated to 90 °C and maintained for 3 hours. After cooling, decolorization was carried out and then the mixture was partitioned between water and tert-butyl methyl ether. The organic phase was separated to give 130 g of brownish black oil. The oily substance was separated by column chromatography on toluene, using toluene as eluent, to give a two-part product:
a) 41.2 g (28% of theoretical yield) of colorless crystals with a melting point of 59-62 °C and an Rf = 0.53 (toluene). Identified by spectral analysis as 1-(3,5-dibromo-4-fluorophenyl)-1-ethanone. IR (KBr): 1685 (C=O) cm?1; MS: M? = 294/296/298 (Br?). b) 41.2 g (28% of the theoretical yield) colorless crystals, melting point 59-62 °C, Rf = 0.53 (toluene).
b) 46.0 g (42% of theoretical yield) colorless crystals, melting point 52-55 °C, Rf = 0.41 (toluene). Identified by spectral analysis as 1-(3-bromo-4-fluorophenyl)-1-ethanone. IR (KBr): 1682 (C=O) cm?1; MS: M? = 216/218 (Br). c) 46.0 g (42% of theoretical yield) colorless crystals, melting point 52-55 °C, Rf = 0.41 (toluene). | | References | [1] Patent: US7230001, 2007, B1. Location in patent: Page/Page column 67-68 |
| | 3'-Bromo-4'-fluoroacetophenone Preparation Products And Raw materials |
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