Hydrogen Peroxide → 2,6-Dimethyl-1,4-benzoquinone

HRID 985747

Reaction equation

HRID 985747 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9].[OH:10]O>C(O)(=O)C>[CH3:1][C:2]1[C:3](=[O:9])[C:4]([CH3:8])=[CH:5][C:6](=[O:10])[CH:7]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 113352,6-Dimethylphenol

Product 1

HCID 682412,6-Dimethyl-1,4-benzoquinone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of 2,6-dimethylphenol (5 mmol) and Ti-superoxide catalyst (125 mg, 20% w/w) in acetic acid (5 ml) was heated with stirring at 50-60° 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 2,6-dimethyl-1,4-benzoquinone formed (97%) was separated by chromatographic purification.

Workup

  1. temperaturewas heated
  2. temperatureheated for 1 h
  3. filtrationThe catalyst was recovered by simple filtration and 2,6-dimethyl-1,4-benzoquinone
  4. customformed (97%)
  5. customwas separated by chromatographic purification

Sources & evidence

ORD record
ord-5ddbf9b01e3e4181a141ba979e3fdd1e
Source dataset
uspto-grants-2005_03
Patent number
US06872857B1

Linked notes

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