Dimeric cyclic acetone peroxides

The kinetics of formation of active oxygen in the acidic disproportionation of trimeric (TATP) and dimeric (DADP) cyclic acetone peroxides in the presence of Fe(II) has been studied. Rhodanide procedure was adopted to estimate Fe(ni) produced from the oxidation of Fe(ll) by the active oxygen released. The formation of active oxygen is... 

Contact with many organic compounds can lead to immediate fires or violent explosions (consult Bretherick for references and examples). Hydrogen peroxide reacts with certain organic functional groups (ethers, acetals, etc.) to form peroxides, which may explode upon concentration. Reaction with acetone generates explosive cyclic dimeric and trimeric peroxides. Explosions may also occur on exposure of hydrogen peroxide to metals such as sodium, potassium, magnesium, copper, iron, and nickel. 

Evidence for the intermediacy of a carbonyl oxide was found by Criegee in the ozonolysis of 2,3-dimethylbut-2-ene (5.100). In an inert solvent the cyclic peroxide and acetone were obtained. However, when formaldehyde was added to the reaction mixture, the known ozonide of 2-methylpropene was isolated. In the first case the intermediate carbonyl oxide dimerizes, but in the second it reacts preferentially with the reactive formaldehyde. 

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