Anthraquinone → 9,10-Anthracenediol

HRID 54868

Reaction equation

HRID 54868 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.C1(=O)C2C(C=C3C(C=2)=CC=CC3=O)=CC(S(O)(=O)=O)=C1S(O)(=O)=O.[Na][Na]>>[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

4

Reactant 3

HCID 6780AnthraquinoneHCID 141233DisodiumHCID 534200951,5-Anthraquinone disulfonic acid

Product 1

HCID 210829,10-Anthracenediol

Procedure

The anthraquinone model compound (1,5-anthraquinonedisulfonic acid, disodium salt) and two polymers were subjected to the hydrogenation conditions. The reaction mixtures were analyzed with UV/visible spectroscopy following removal of the catalyst under an inert atmosphere (argon or nitrogen). Where anthrahydroquinone is formed, a bright yellow solution results. The results of some of the hydrogenation experiments are determined from the absorption spectra both before and after hydrogenation, and are summarized in Table 4.

Workup

  1. customThe reaction mixtures
  2. customremoval of the catalyst under an inert atmosphere (argon or nitrogen)

Sources & evidence

ORD record
ord-3950b6f93eb54f19842ce2fa60356bc9
Source dataset
uspto-grants-1997_04
Patent number
US05624543

Linked notes

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