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Surprising Results during the Re-investigation of the Formation and Decomposition of Triptene OzonideRevision of the ozonolysis of triptene ( 2,3,3-trimethylbut-1-ene; 1) revealed that molecular oxygen of an applied ozone/oxygen gas mixture participates as well in the cleavage of the CC bond as in the ozonide formation. Ozone-to-olefin stoichiometry varies in the range of 0.64 ± 0.95 : 1 in terms of complete olefin consumption, depending on solvents, on reaction temperature, and on reaction conditions. Thermal decomposition of distilled monomeric triptene ozonide (2) does not lead to 3,6-di(tert-butyl)-3,6-dimethyl-1,2,4,5-tetroxane (5), which is formed by formaldehyde extrusion from an unstable oligomeric (probably dimeric) triptene ozonide 2'. Acid-catalyzed decomposition of 2 exclusively yields pinacolone (7) and formic acid (9).

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