Canadian Journal of Chemistry

Anionic decomposition of an organic peroxide leading to o-xylene

F Shahidi, TT Tidwell

Index: Shahidi, Fereidoon; Tidwell, Thomas T. Canadian Journal of Chemistry, 1982 , vol. 60, p. 1098 - 1100

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Citation Number: 1

Abstract

Reaction of 1, 2-dimethyl-1, 2-dihydrophthalic anhydride (8) with t-BuOONa at 40° C gave o- xylene as the only observed product. This reaction is proposed to occur through intermediacy of the anionic peroxide 10 whose conversion to o-xylene is calculated to be exothermic by 84 kcal/mol. Extension of this reaction to systems that do not have the possibility for gaining aromatic stabilization was unsuccessful.