2,5 Dibromotoluene → 1,4-Dibromo-2-(bromomethyl)benzene

HRID 1987451Notes

Reaction equation

HRID 1987451 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH3:9])[C:5]([Br:8])=[CH:6][CH:7]=1.[Br:10]Br>>[Br:1][C:2]1[CH:3]=[C:4]([C:5]([Br:8])=[CH:6][CH:7]=1)[CH2:9][Br:10]

Participants

3

Procedure

In a 250 ml three-necked round-bottom flask equipped with a reflux condenser, thermometer, dropping funnel with pressure-equalizing, and magnetic stirring bar, and containing 74.9 g (0.30 mol) of 3,6-dibromotoluene, 15.5 ml (47.9 g, 0.30 mmol) of bromine was added dropwise under exposure to 500 W lamp for 3 hours at 190° C. The resulting mixture was cooled to room temperature. Fractional distillation gave colorless liquid, b.p. 132-135° C./3 mm Hg. Yield 84.3 g (85%).

Workup

  1. customIn a 250 ml three-necked round-bottom flask equipped with a reflux condenser
  2. additionwas added dropwise under exposure to 500 W lamp for 3 hours at 190° C
  3. distillationFractional distillation
  4. customgave colorless liquid, b.p. 132-135° C./3 mm Hg

Sources & evidence

ORD record
ord-2a026eff71f54a3f9b4254f4cc11eeb9
Source dataset
uspto-grants-2009_06
Patent number
US07550544B2

Reaction notes

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