2,4-DIBROMOTOLUENE Chemical Properties

Melting point:

-10 °C

Boiling point:

243 °C

Density 

1.85

Flash point:

109℃

refractive index 

1.601

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Light orange to Yellow to Green

InChI

InChI=1S/C7H6Br2/c1-5-2-3-6(8)4-7(5)9/h2-4H,1H3

InChIKey

GHWYNNFPUGEYEM-UHFFFAOYSA-N

SMILES

C1(C)=CC=C(Br)C=C1Br

CAS DataBase Reference

31543-75-6(CAS DataBase Reference)

EPA Substance Registry System

2,4-Dibromotoluene (31543-75-6)

Safety Information

Hazard Codes 

Xi

TSCA 

Yes

HS Code 

2903998090

2,4-DIBROMOTOLUENE Usage And Synthesis

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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