| Identification | More | [Name]
2,4-DIBROMOTOLUENE | [CAS]
31543-75-6 | [Synonyms]
2,4-DIBROMOTOLUENE 1,3-Dibromo-4-methylbenzene 2,4-dibromo-1-methyl-benzen Benzene, 2,4-dibromo-1-methyl- Benzene,2,4-dibromo-1-methyl- 2,4-Dibromo-1-methylbenzene 1-Methyl-2,4-dibromobenzene | [EINECS(EC#)]
250-689-9 | [Molecular Formula]
C7H6Br2 | [MDL Number]
MFCD00052985 | [Molecular Weight]
249.93 | [MOL File]
31543-75-6.mol |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow liquid | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 53, p. 5545, 1988 DOI: 10.1021/jo00258a030 | [Synthesis]
General procedure: 3,3'-dimethylbiphenyl, 2-bromo-5-fluorotoluene, 2-bromotoluene and 2,4-dibromotoluene were synthesized using the following general procedure: boron trifluoride (TFB) was pre-synthesized prior to use according to the literature methods [7-9]. The corresponding aromatics (4 mmol) were dissolved in Freon R 113 (4.1 mL) and the solution was cooled to -25 °C. The corresponding TFB (2 mmol) was slowly added to the aromatic solution under vigorous stirring, followed by removal of the cooling bath. The reaction mixture was stirred at 45 °C for 5 hours. Upon completion of the reaction, the reaction mixture was treated with H2O and filtered to remove the metal fluoride precipitate. Subsequently, the liquid phase was treated with 10% NaNO2 aqueous solution to remove traces of bromine and 30% CaCl2 aqueous solution to remove F- anions. Finally, Freon R 113 was removed from the organic phase by evaporation and the resulting product was purified by rapid chromatography on silica gel, the eluent being a hexane:EtOAc solvent mixture. | [References]
[1] Journal of Fluorine Chemistry, 2016, vol. 192, p. 120 - 123 |
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