ÉTUDE QUANTITATIVE DES RÉACTIONS D'OZONOLYSE: II. OZONATION DU trans-STILBÈNE

Abstract

The ozonolysis of 1 mole of trans-stilbene (in CCl4) by a stream of O2–O3 leads to the formation of 0.677 mole of stilbene ozonide, 0.468 mole of benzaldehyde, and 0.089 mole of benzaldehyde diperoxide. This ratio, observed for 80–100% ozonizations, is independent of the olefin concentration, the ozone flow rate, and the temperature (in the range 25–45 °C). These observations are explained, if one assumes that the reaction between two zwitterions can follow two courses: (a) formation of a dimer peroxide (55%), and (b) elimination of oxygen with the formation of two molecules of benzaldehyde (45%).