Hydrogen Peroxide → 2-Chloro-1,4-benzoquinone

HRID 985749Notes

Reaction equation

HRID 985749 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[OH:9].[OH:10]O>C(O)(=O)C>[Cl:1][C:2]1[C:3](=[O:9])[CH:4]=[CH:5][C:6](=[O:10])[CH:7]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 84492,4-Dichlorophenol

Product 1

HCID 696712-Chloro-1,4-benzoquinone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
65 °C

Procedure

A mixture of 2,4-dichlorophenol (5 mmol) and Ti-superoxide catalyst (125 mg, 20% w/w) in acetic acid (5 ml) was heated with stirring at 60-70° C. under inert atmosphere. To this reaction mixture was added aq. 30% H2O2 (20 mmol) drop wise over 15 min. and heated for 1 h. The catalyst was recovered by simple filtration and corresponding quinone formed (25%) was separated by chromatographic purification.

Workup

  1. temperaturewas heated
  2. temperatureheated for 1 h
  3. filtrationThe catalyst was recovered by simple filtration and corresponding quinone
  4. customformed (25%)
  5. customwas separated by chromatographic purification

Sources & evidence

ORD record
ord-3ec47c4d95174487b9480b1f1bc68805
Source dataset
uspto-grants-2005_03
Patent number
US06872857B1

Reaction notes

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