Hydrogen Peroxide → Phenol

HRID 434423Notes

Reaction equation

HRID 434423 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:8]O>[Ti].O>[C:1]1([C:6](=[CH:5][CH:4]=[CH:3][CH:2]=1)[OH:8])[OH:7].[C:1]1([CH:6]=[CH:5][C:4]([OH:8])=[CH:3][CH:2]=1)[OH:7].[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 2

HCID 784Hydrogen Peroxide2×HCID 996Phenol

Product 2

HCID 996PhenolHCID 22646089HCID 22646089, compound

Reagents, catalysts & solvents 2

HCID 23963TitaniumCatalystHCID 962WaterSolvent

Conditions

Temperature
98 °C

Procedure

A 10-liter reactor equipped with a condenser and a stirrer is charged with 4,890 g of phenol, 920 g of demineralized water and 50 g of titanium silicalite. The mixture is heated to 98° C. As the system reaches its thermal equilibrium, there are added, by means of a metering pump, 576 g of 60% H2O2. On completion of the reaction there are obtained 603 g of pyrocatechol+Hydroquinone corresponding to 5.486 mols of phenol with a yield relative to H2O2 of 54% and a selectivity in hydroquinone of 55%, the tar content being less than 20% and the selectivity towards phenol being 75%-80%.

Workup

  1. customA 10-liter reactor equipped with a condenser and a stirrer
  2. customOn completion of the reaction there

Sources & evidence

ORD record
ord-e7738d7132894b66b7407fada842b13a
Source dataset
uspto-grants-1983_08
Patent number
US04396783

Reaction notes

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