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1,5-Dibromo-2,4-dimethylbenzene

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1,5-Dibromo-2,4-dimethylbenzene Basic information

Product Name:
1,5-Dibromo-2,4-dimethylbenzene
Synonyms:
  • 1,5-Dibromo-2,4-dimethylbenzene
  • 4,6-Dibromo-1,3-dimethylbenzene
  • 4,6-DibroMo-M-xylene
  • 4,6-Dibromo-1,3-xylene
  • Benzene, 1,5-dibromo-2,4-dimethyl-
  • 2,4-Dibromo-1,5-dimethylbenzene
  • 4-dimethylbenzene
CAS:
615-87-2
MF:
C8H8Br2
MW:
263.96
Mol File:
615-87-2.mol
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1,5-Dibromo-2,4-dimethylbenzene Chemical Properties

Melting point:
71-72℃ (ethanol )
Boiling point:
262.2°C (estimate)
Density 
1.7485 (rough estimate)
refractive index 
1.6096 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
color 
White to Almost white
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Safety Information

HS Code 
2903998090
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1,5-Dibromo-2,4-dimethylbenzene Usage And Synthesis

Synthesis

108-38-3

615-87-2

The general procedure for the synthesis of 2,4-dimethyl-m-dibromobenzene from m-xylene was as follows: 7.5 mmol (0.795 g) of m-xylene, 33.6 mmol (7.56 g) of zinc bromide, and 60 mL of nitromethane were added to a 200 mL aubergine flask. The resulting solution was stirred at room temperature, followed by the slow addition of 15.8 mmol (6.19 g) di-n-butyltetrabutylammonium in batches. The reaction mixture was stirred continuously for 44 hours at room temperature before the reaction was quenched by the addition of aqueous sodium sulfite and extracted with ether. The organic layers were combined and concentrated under reduced pressure to give a yellow solid. Hexane was added to the yellow solid and the mixture was heated to about 85°C and filtered. The filtrate was concentrated under reduced pressure to give 0.945 g of white solid, the target product 2,4-dimethyl m-dibromobenzene (yield: 48%).

References

[1] Tetrahedron, 2016, vol. 72, # 41, p. 6363 - 6367
[2] Chemistry - A European Journal, 2013, vol. 19, # 32, p. 10672 - 10689
[3] Journal of Organic Chemistry, 2005, vol. 70, # 21, p. 8522 - 8526
[4] Patent: EP1816134, 2007, A1. Location in patent: Page/Page column 32; 33
[5] Patent: JP2016/47836, 2016, A. Location in patent: Paragraph 0051-0052

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