Vibrating_Lights (Hive Addict)
07-15-02 09:09
No 332733
      P benzo from hydro  Bookmark   

IN post No 317234 Laugh mentions that  Bromo hydroquinnone is reduced to Bromo p-benzoquinone apoun reaction with Ferric Chloride.  Does any one have the procedure for this. I assume it could be used with hydroquinnone to make p benzo as well.  Does ferric chloride have this dehydrogenation affect With any OH groups like reducing alcohols to ketones?????????
Vl_
 
 
 
 
    Mountain_Girl
(Hive Bee)
07-15-02 10:32
No 332756
      Swims experience  Bookmark   

This has been attempted (check Post 325971 (Mountain_Girl: "Haunted by metallic green crystals", Newbee Forum)for background).
Hydroquinone was dissolved in water and stirred.
To this was added FeCl3 (about 3 x mass of hydroquinone) in aqueous solution, slowly from a dropping funnel, at room temperature. A ppte of quinhydrone appeared as the FeCl 3 was added. Very quick and easy. Unfortunately quinhydrone is not quite benzoquinone. However it may have something to do with the quality of hydroquinone, so I would really like someone else to try this method with hydroquinone from a different source.

"Does ferric chloride have this dehydrogenation affect With any OH groups like reducing alcohols to ketones?????????"
Afaik FeCl3 is not a strong enough oxidizing agent to reduce alcohols to ketones/aldehydes.