1,4-DIBROMO-2,3-DIMETHYLBENZENE Chemical Properties

Melting point:

232 °C

Boiling point:

118-121 °C(Press: 15 Torr)

Density 

1.710±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

Appearance

White to off-white Solid

InChI

InChI=1S/C8H8Br2/c1-5-6(2)8(10)4-3-7(5)9/h3-4H,1-2H3

InChIKey

IVJJDBCZDJFMNZ-UHFFFAOYSA-N

SMILES

C1(Br)=CC=C(Br)C(C)=C1C

1,4-DIBROMO-2,3-DIMETHYLBENZENE Usage And Synthesis

Chemical Properties

White to Yellow Solid

Uses

1,4-Dibromo-2,3-dimethylbenzene is an organic compound containing two bromine atoms and two methyl groups on its benzene ring structure, which can be used to prepare pharmaceutical and chemical intermediates.

Synthesis

The general procedure for the synthesis of 1,4-dibromo-2,3-dimethylbenzene from 4-bromo-2,3-dimethylaniline hydrobromide was as follows: first, a solution of free base 3b was prepared. 4-Bromo-2,3-dimethylaniline hydrobromide (8.69 g, 43.5 mmol) was suspended in Et2O (20 mL), Na2CO3 (5 g, 50 mmol) and H2O (5 mL) were added, stirred, and then filtered and the solvent was evaporated to obtain the free base 3b.Next, the free base 3b was dissolved in MeCN (100 mL), and this solution was added to the MeCN (200 mL) solution containing CuBr2 (9.71 g, 43.5 mmol, 1 eq.) and tBuONO (4.93 g, 5.68 mL, 47.8 mmol, 1.1 eq.). The reaction mixture was stirred at room temperature for 16 hours and then at 82 °C for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with AcOEt (200 mL), washed sequentially with brine (2 x 100 mL), dried (MgSO4), and the solvent was evaporated to afford the target product 1,4-dibromo-2,3-dimethylbenzene (9.79 g, 85% yield). The NMR data of the product were in agreement with those reported in the literature ref15.

References

[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 18, p. 5716 - 5733

1,4-DIBROMO-2,3-DIMETHYLBENZENE(75024-22-5)Related Product Information

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