Anthraquinone → 9,10-Anthracenediol

HRID 2209910Notes

Reaction equation

HRID 2209910 reaction equation
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][CH:2]=1>O>[CH:10]1[CH:11]=[C:12]2[C:13]([OH:15])=[C:14]3[C:5](=[C:6]([OH:16])[C:7]2=[CH:8][CH:9]=1)[CH:4]=[CH:3][CH:2]=[CH:1]3

Participants

3

Reagents, catalysts & solvents 1

Procedure

As is known, hydrogen peroxide is produced currently by the so-called anthraquinone method involving the reaction of autoxidation of anthraquinone. In the anthraquinone method, namely, a 2-alkyl anthraquinone is hydrogenated in a water-insoluble organic solvent in the presence of a hydrogenation catalyst to give a corresponding anthrahydroquinone compound which is, after being freed from the catalyst by filtration, oxidized with oxygen or air to regenerate the starting anthraquinone compound with concurrent formation of hydrogen peroxide which is extracted with water to give an aqueous solution of hydrogen peroxide. The thus obtained aqueous solution of hydrogen peroxide contains considerable amounts of organic materials as impurities including the anthraquinone compounds and organic solvents as well as degradation products thereof so that it is a usual practice that the organic impurities in the aqueous hydrogen peroxide solution are removed by extraction with a water-immiscible organic solvent to give a primarily purified aqueous solution of hydrogen peroxide, referred to as a crude hydrogen peroxide solution hereinafter, containing decreased amounts of organic impurities. The content of hydrogen peroxide in a crude hydrogen peroxide solution is usually in the range from 15 to 40% by weight so that the solution in most cases must be enriched relative to the content of hydrogen peroxide, even by setting aside the problem relative to the content of impurities, since the aqueous hydrogen peroxide solution industrially required should have a content of hydrogen peroxide in the range from 30 to 70% by weight.

Sources & evidence

ORD record
ord-b6b3ce70b8f54957a8715d38e0bfb2e5
Source dataset
uspto-grants-1995_10
Patent number
US05456898

Reaction notes

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