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

1966; NRC Research Press; Volume: 44; Issue: 9 Linguagem: Inglês

10.1139/v66-150

1480-3291

Sándor Fliszár, Denis Gravel, Ercole L. Cavalieri,

Various Chemistry Research Topics

The ozonolysis of 1 mole of trans-stilbene (in CCl 4 ) by a stream of O 2 –O 3 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%).