51 Oxidation of Olefins Catalyzed by Selenium J. L. HUGUET
Downloaded by COLUMBIA UNIV on September 13, 2012 | http://pubs.acs.org Publication Date: January 1, 1968 | doi: 10.1021/ba-1968-0076.ch051
Celanese Chemical Co., Technical Center, P. O. Box 2768, Corpus Christi, Tex.
The oxidation of 2-butene with selenium dioxide in acetic acid solution produces 1-acetoxy-2-butene as the oxidation product of the olefin and bis(1-methyl-2-acetoxypropyl) -selenide(I) as the final reduced state of the oxidant instead of elemental selenium. Further, (I) may act as a catalyst for the oxidation of 2-butene with peracetic acid or oxygen to 3-acetoxy-1-butene. A mechanism is proposed to explain the formation of selenides in the oxidation of olefins with selenium dioxide and their catalytic activity in the oxidation of olefins with other oxidants.
*~r
