- Formation of secondary ozonides in the gas phase low-temperature ozonation of primary and secondary alkenes
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The gas-phase ozonation of a series of alkenes RCH=CH2 (R = Et, Hex), trans-RHC=CHR (R = Me, Et, Pri) and Me2C=CMe2 at -40 to 20°C, and that of ethene H2C=CH2 at -120 to 0°C at 10-4 v/v concentrations in N2 at atmospheric pressure have been studied. Using complementary product analysis by means of GC-FTIR and GC-MS techniques, we present conclusive evidence for the formation of secondary alkene ozonides as high-yield products in all instances except Me2C=CMe2. It is shown that the stereoselectivity for the conversion of trans-RHC=CHR (R = Me, Et, Pri) to trans-secondary ozonides in the gas phase is similar to that observed earlier in solution, and that the yields of secondary ozonides from RHC=CH2, but not those from RHC=CHR, significantly decrease with increasing temperature.
- Fajgar, Radek,Vitek, Josef,Haas, Yehuda,Pola, Josef
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p. 239 - 248
(2007/10/03)
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