DECOMPOSITION DU PERCARBONATE DE O,O-t-BUTYLE ET O-ISOPROPENYLE EN SOLUTION DANS DES CYCLANES

Article abstract of DOI:10.1016/0040-4020(82)80049-5

Thermolysis of O,O-t-butyl and O-isopropenyl percarbonate in cyclohexane involves free-radical acetonylation of solvent.Free radicals derived from solvent add to the percarbonate double bond and after a double β-scission reaction, cyclohexylacetone carbon dioxide and t-butoxy radicals are formed.Abstracting H atoms from the solvent, t-butoxy radicals regenerate free radicals from solvent, and the reaction becomes a chain process.Extending the study to other cycloalkanes it has been shown that the process is a general synthesis method for cycloalkylacetones.On the other hand, competitive reactions of pairs of solvents have shown that the reactivity of the substrates depends on H atom lability and on more complex phenomena like transfers between hydrocarbons and C-centred free-radicals.