Products and mechanism of the oxidation of 9-methylanthracene by peroxydisulfate. Proton loss and nucleophile addition reactions of the 9-methylanthracene radical …

LA Deardurff, MS Alnajjar…

Index: Deardurff, Larrie A.; Camaioni, Donald M. Journal of Organic Chemistry, 1986 , vol. 51, # 19 p. 3693 - 3694

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Citation Number: 27

Abstract

The Cu (II)-SzO~-oxidation of 9-methylanthracene (1) was studied in refluxing CH, CN/acetic acid and aqueous CH3CN. Side-chain and nuclear oxidation products and the dimeric compound lepidopterene (7) were produced. The lepidopterene was determined to be formed by the reaction of intermediate anthracenylmethyl cation with 1. In CH3CN/H20 nuclear oxidation products, 10-hydroxy-10-methyl-9-anthrone (2) and 10-methylene-9- ...