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| | 1-Bromo-2,5-difluorobenzene Basic information |
| | 1-Bromo-2,5-difluorobenzene Chemical Properties |
| Melting point | −31 °C(lit.) | | Boiling point | 58-59 °C20 mm Hg(lit.) | | density | 1.708 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.508(lit.) | | Fp | 149 °F | | storage temp. | Sealed in dry,Room Temperature | | form | clear liquid | | color | Colorless to Light yellow to Light orange | | Specific Gravity | 1.708 | | Water Solubility | Insoluble | | BRN | 1680893 | | InChI | InChI=1S/C6H3BrF2/c7-5-3-4(8)1-2-6(5)9/h1-3H | | InChIKey | XCRCSPKQEDMVBO-UHFFFAOYSA-N | | SMILES | C1(F)=CC=C(F)C=C1Br | | CAS DataBase Reference | 399-94-0(CAS DataBase Reference) | | NIST Chemistry Reference | Benzene, 2-bromo-1,4-difluoro-(399-94-0) |
| Hazard Codes | Xi,F,Xn | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39-2637/39-37/39 | | RIDADR | UN 2922 | | WGK Germany | 3 | | Hazard Note | Flammable | | HazardClass | IRRITANT, FLAMMABLE | | HS Code | 29039990 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1-Bromo-2,5-difluorobenzene Usage And Synthesis |
| Chemical Properties | CLEAR COLOURLESS LIQUID | | Uses | 2-Bromo-1,4-difluorobenzene has been used in the preparation of 1,4-difluoroanthraquinone, a precursor to ametantrone. | | General Description | Lithiation of 2-bromo-1,4-difluorobenzene in the presence of lithium diisopropylamide (LDA) in THF-hexane, butyllithium in diethyl ether-hexane and butyllithium in THF-hexane has been reported. | | Synthesis | GENERAL STEPS: In a FEP or PFA reactor equipped with a PTFE-lined magnetic stir bar and connected to a gas scrubber bottle, substituted benzene (0.95-1.10 mmol), 1,1,1,3,3-pentafluorobutane (2 mL per mL of C6H5R), and BF3-Et2O (1.3-1.5 mmol/mmol C6H5R) were added. The mixture was stirred at 0-5 °C (ice bath) for 10-15 min, followed by batchwise addition of XeF2 (1.2-1.3 mmol/mmol C6H5R). After each addition, the mixture was stirred at 22-25 °C for 3-5 min and cooled to 0-5 °C again. After the addition was completed, the dark-colored solution was continued to be stirred at 22-25 °C for 15-30 min. Upon completion of the reaction, the reaction was quenched by the addition of 10% aqueous KHCO3, the upper organic layer was separated and filtered through a short column packed with silica gel (40-60 μm) and finally dried with magnesium sulfate. The solution was analyzed by 19F NMR and GC/MS. The major products are listed in the table and the others are as follows (GC/MS data provided). | | References | [1] Russian Journal of Organic Chemistry, 2016, vol. 52, # 10, p. 1400 - 1407
[2] Zh. Org. Khim., 2016, vol. 52, # 10, p. 1412 - 1419,8 |
| | 1-Bromo-2,5-difluorobenzene Preparation Products And Raw materials |
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