Hydrogen Bromide → HCID 12100428, compound

HRID 2084615Notes

Reaction equation

HRID 2084615 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[C:4]([CH3:9])[C:3]=1[CH3:10].OS(O)(=O)=O.[BrH:16].CC(N=NC(C#N)(C)C)(C#N)C.OO>ClC1C=CC=CC=1>[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([C:5]([Br:8])=[CH:6][CH:7]=1)[CH2:9][Br:16]

Participants

7

Reactant 5

HCID 260Hydrogen BromideHCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 6547AzobisisobutyronitrileHCID 121004271,4-DIBROMO-2,3-DIMETHYLBENZENE

Product 1

HCID 12100428HCID 12100428, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
70 °C

Procedure

183.2 g (0.65 mol) of 3,6-dibromo-1,2-xylene are initially charged in 750 ml of chlorobenzene, and 2 g of conc. H2SO4 and 270.7 g (1.57 mol) of 47% strength hydrobromic acid are then added. The reaction mixture is heated to 70° C. and 0.3 g of AIBN are added. Over 14 h, 237.7 g (0.7 mol) of a 10% strength solution of hydrogen peroxide are added at 75-77° C., the mixture is stirred for another 120 min., washed 2× with 250 ml of water and once with 250 ml of saturated sodium bicarbonate solution, and the chlorobenzene is then distilled off.

Workup

  1. washwashed 2× with 250 ml of water
  2. distillationonce with 250 ml of saturated sodium bicarbonate solution, and the chlorobenzene is then distilled off

Sources & evidence

ORD record
ord-9b612786fd5444d08935a93898770f6a
Source dataset
uspto-grants-2004_04
Patent number
US06716989B2

Reaction notes

Loading…