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Anthraquinone → 9,10-Anthracenediol

HRID 54868
Notes
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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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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

  • customThe reaction mixtures
  • customremoval of the catalyst under an inert atmosphere (argon or nitrogen)
  • Sources & evidence

    ORD record
    ord-3950b6f93eb54f19842ce2fa60356bc9
    Source dataset
    uspto-grants-1997_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05624543

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes