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Author: Subject: Benzoquinones via phenol?
Theophrastus_2
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[*] posted on 11-1-2010 at 16:11
Benzoquinones via phenol?


Sorry for the noob question, but if one were to oxidise phenol with a strong excess of Jones reagent (chromic acid), would the products be a mixture of 1,2 and 1,4 benzoquinones?
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JohnWW
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[*] posted on 11-1-2010 at 16:26


Aniline undergoes oxidation with Cr(VI) to give 1,4-benzoquinone, which is yellow (as is also anthraquinone); but it may take more severe oxidizing conditions to oxidize phenol to that compound. There should not be any 1,2 benzoquinone produced. The usual route to 1,4-benzoquinone is by mild oxidation of 1,4-hydroquinone (para HO-C6H4-OH), with even Fe(III) salts.
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