Fig. 1: Ozonolysis reaction of α-pinene.
From: Molecular mechanism for rapid autoxidation in α-pinene ozonolysis
The addition of ozone to the double bond creates a primary ozonide (POZ). This breaks apart into a Criegee intermediate (CI; one out of four shown here). The CI can undergo a 1,4 H-shift, forming a vinyl hydroperoxide (VHP). The VHP will rapidly lose an OH radical and form a vinoxy radical, which then adds an O2 to form a peroxy radical with an intact cyclobutyl ring (CB-RO2). Black dots indicate radical centers.
