Anodic oxidation. Part X. Experiments with dimedone (5,5-dimethylcyclohexane-1,3-dione)

Abstract

Electrolysis of sodiodimedone in methanol gives bis-(4,4-dimethyl-2,6-dioxocyclohexyl)methane, C₁₇H₂₄O₄ the dehydrogeno-trimer, C₂₄H₃₂O₆, and two related compounds having the formulae C₂₄H₃₂O₇ and C₂₅H₃₄O₇. Evidence is presented which leads to structural assignments for the three ‘trimeric’ products, but their mode of formation is not clear. The electrolysis of dimedone in a range of other solvents, and its oxidation by lead dioxide have also been investigated. Several transformation products of the dehydrogeno-trimer are discussed.