Author Topic: p-benzoquinone addition mechanism?  (Read 3996 times)

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Rhodium

  • Guest
p-benzoquinone addition mechanism?
« on: August 28, 2001, 08:18:00 AM »
p-Benzoquinone reacts with trialkylboranes to give 2,5-dihydroxyalkylbenzenes, with sodium thiosulfate to give 2,5-dihydroxyphenylthiosulfate etc.

What is the mechanism behind this? What other stuff can generally be added to p-benzoquinone? I would very much like to have some kind of review article on addition to benzoquinone, besides the obvious diels-alder pericyclic addition. Anyone here who could help me with a reference of some sort?

Natrix

  • Guest
Re: p-benzoquinone addition mechanism?
« Reply #1 on: September 11, 2001, 01:58:00 AM »
I'm not sure if this:

http://www.geocities.com/i998877/

is what you are looking for. I hope you can read it.

Rhodium

  • Guest
Re: p-benzoquinone addition mechanism?
« Reply #2 on: September 11, 2001, 06:13:00 AM »
Thank you, exactly what I'm looking for. What reference is it taken from, Chemishe Berichte?

I don't want to be picky when I got all this from you, but the pages 608, 616 and 620 is missing, and there are doublets of 622, 623 and 625 in their places...

Natrix

  • Guest
Re: p-benzoquinone addition mechanism?
« Reply #3 on: September 12, 2001, 05:16:00 AM »
The documents are from Houben-Weyl: Methoden der organischen Chemie (

http://www.indiana.edu/~cheminfo/h-wguide.html

). You might find it in your library. I'll scan the missing pages and put them on the web.

Natrix

  • Guest
Re: p-benzoquinone addition mechanism?
« Reply #4 on: September 14, 2001, 03:51:00 AM »
should be o.k. now:

http://www.geocities.com/hon5rrnfd/


and there is other stuff at:

http://www.geocities.com/x6534fzz/