Author Topic: P benzo from hydro  (Read 2123 times)

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Vibrating_Lights

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P benzo from hydro
« on: July 15, 2002, 09:09:00 AM »
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

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Swims experience
« Reply #1 on: July 15, 2002, 10:32:00 AM »
This has been attempted (check

Post 325971 (missing)

(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.