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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: organicdave on December 05, 2013, 05:45:28 PM

Title: Suggestions for new oxygen source in PdCl2 catalyzed oxidation.
Post by: organicdave on December 05, 2013, 05:45:28 PM
So a natural product I am working on in my lab has an extremity that is an a terminal butene.  My goal is to oxidize the alkene selectively to form a ketone which will in turn make my molecule more water soluble.  I've seen that palladium (II) chloride is an oxidation catalyst selective to ketone formation.  The reaction is called a Wacker Oxidation.  My issue rises with the cost or equipment that most of the literature I find calls for with the oxygen source.   I've read experimentals that use both molecular O2 and parabenzoquinone.  I'm looking for a substitute for the p-benzoquinone that I hopefully already have in stock.  So far the only one's I can think of are trioxane or dioxane and I believe these would also call for a follow-up reaction to shape my desired molecule.  Maybe KBrO3?  I'm new to oxidation and was wondering if anyone in this forum could help.  Thanks!