Hydrogen Bromide → Benzene, 2-bromo-1,4-dimethyl-

HRID 1580421Notes

Reaction equation

HRID 1580421 reaction equation
[Br:1]Br.Br.[CH3:4][C:5]1[CH:6]=[CH:7][C:8]([CH3:11])=[CH:9][CH:10]=1>>[Br:1][C:6]1[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:5]=1[CH3:4]

Participants

4

Procedure

This experiment was carried out in two successive steps. In the first stage the total p-xylene was divided into two parts and one-half of the p-xylene was added to the reaction vessel with the catalyst. The other half of the p-xylene and the bromine were then added simultaneously but in separate streams to the flask while maintaining the temperature of the reacting mixture at 20°-25°C. When the reaction was completed as evidenced by no further hydrogen bromide evolution, the resulting mixture was distilled. An initial fraction of monobromo-p-xylene was taken off at 75°-103° (9mm). The 2,5-dibromo-p-xylene was recovered by distillation at 122°-126° (10 mm) as a water-white liquid which solidified to a white, fused, crystalline mass.

Workup

  1. additionwas added to the reaction vessel with the catalyst
  2. temperaturewhile maintaining the temperature of the reacting mixture at 20°-25°C
  3. distillationthe resulting mixture was distilled
  4. customwas taken off at 75°-103°
  5. distillationThe 2,5-dibromo-p-xylene was recovered by distillation at 122°-126° (10 mm) as a water-white liquid which

Sources & evidence

ORD record
ord-425a4e8956ee48f5bbb97a9a86633dd6
Source dataset
uspto-grants-1976_01
Patent number
US03932542

Reaction notes

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