2-Bromo-5-fluorotoluene synthesis
- Product Name:2-Bromo-5-fluorotoluene
- CAS Number:452-63-1
- Molecular formula:C7H6BrF
- Molecular Weight:189.02
108-88-3
612-75-9
452-63-1
95-46-5
31543-75-6
General procedure: The general procedure for the synthesis of 3,3'-dimethylbiphenyl, 2-bromo-5-fluorotoluene, 2-bromotoluene, and 2,4-dibromotoluene from toluene was as follows: boron trifluoride (TFB) was synthesized directly according to the literature methodology [7-9] before use. The corresponding aromatics (4 mmol) were dissolved in Freon R 113 (4.1 mL) and the solution was cooled to -25 °C. Under vigorous stirring, the corresponding TFB (2 mmol) was slowly added to the aryl hydrocarbon solution, 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. The liquid phase was treated with 10% NaNO2 aqueous solution to remove trace bromine and 30% CaCl2 aqueous solution to remove F- anions. 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.
108-88-3
0 suppliers
$14.00/100ml
612-75-9
107 suppliers
$26.00/1g
452-63-1
349 suppliers
$11.00/25g
95-46-5
297 suppliers
$10.00/10g
31543-75-6
183 suppliers
$12.10/1g
Yield:31543-75-6 24 %Chromat. ，95-46-5 14 %Chromat. ，612-75-9 17 %Chromat. ，452-63-1 9 %Chromat.
Reaction Conditions:
with 2BrF4H(1-)*Ba(2+) in 1,1,2-Trichloro-1,2,2-trifluoroethane at 45; for 5 h;
Steps:
3.1. Reactions of TFBs with arenes 1-4
General procedure: TFBs were synthesized using previously described methods [7-9] directly before use. Corresponding arene (4 mmol) was dissolved in Freon R 113 (4.1 mL), and cooled to -25°C. The corresponding TFB (2 mmol) was slowly added to the arene solution with vigorous stirring and the cooling bath was removed. The reaction mass was stirred at 45°C for 5 h. After reaction completion the reaction mass was treated by H2O and filtered to remove the metal fluoride precipitate. The liquid phase was treated by 10% aqueous NaNO2 in order to remove traces of bromine and with 30% aqueous CaCl2 to remove the F- anion. Freon R 113 was evaporated from the organic phase and the obtained product purified by silica gel flash chromatography, eluent hexane:EtOAc.
References:
Sobolev, Vasily I.;Filimonov, Victor D.;Ostvald, Roman V.;Radchenko, Vyacheslav B.;Zherin, Ivan I. [Journal of Fluorine Chemistry,2016,vol. 192,p. 120 - 123]
6933-10-4
201 suppliers
$7.00/5g
452-63-1
349 suppliers
$11.00/25g
352-70-5
262 suppliers
$14.00/25mL
452-63-1
349 suppliers
$11.00/25g
452-74-4
325 suppliers
$17.00/25g