82138-16-7Relevant academic research and scientific papers
Reactions of alkenes with ozone in the gas phase: A matrix-isolation study of secondary ozonides and carbonyl-containing reaction products
Feltham, Emma J.,Almond, Matthew J.,Marston, George,Ly, Vivienne P.,Wiltshire, Karen S.
, p. 2605 - 2616 (2000)
Gas phase ozonolysis reactions of the alkenes ethene, cis- and trans-but-2-ene, isoprene and the monoterpenes α-pinene, β-pinene, 3-carene, limonene and β-myrcene have been carried out and the reaction products have been trapped in O2-doped-argon matrices onto a CsI window held at 12 K. Products have been identified by IR spectroscopy. Comparison with previous matrix spectra, where secondary ozonides have been generated either in situ by annealing or in solution reactions allows a positive identification of the secondary ozonides of ethene and of cis and trans-but-2-ene to be made. These observations are backed up by experiments utilizing the isotopes 13C and 2H (D). It appears that secondary ozonides have also been formed from isoprene and the range of monoterpenes studied; this hypothesis is based upon the similarity of spectral features seen in the products of these reactions within those of the simpler alkenes. A number of other primary and secondary products are also identified from these reactions. Ethene gives formaldehyde as a primary product and acetaldehyde as a secondary product; it is found that the yield of acetaldehyde compared to formaldehyde increases as the reaction times are increased. Formaldehyde, one of the expected primary products, is formed by ozonolysis of β-pinene, although the other expected primary product, nopinone, is not seen. A range of secondary reaction products have been identified from the ozonolysis of the monoterpenes studied.
Infrared Spectrum of the Primary Ozonide of Ethylene in Solid Xenon
Kohlmiller, Christopher K.,Andrews, Lester
, p. 2578 - 2583 (2007/10/02)
Separate Xe/O3 and Xe/C2H4 mixtures were condensed on a CsI window at 50 K and then warmed to 80-100 K.Strong infrared absorption due to the secondary ozonide and weaker bands at 409, 647, 727, 846, 927, 983, and 1214 cm-1 replaced the ethylene and ozone absorptions.The latter new bands agree with earlier solid film and CO2 matrix studies and are assigned to the primary ozonide.Isotopic substitution (16,18O3, 18O3, CH2CD2, C2D4, 13C2H4) provides a sound basis for vibrational assignments.A sextet splitting for the 647-cm-1 antisymmetric O-O-O stretching mode in the 50percent oxygen-18 enriched experiment confirms the primary ozonide structure and directly characterizes the weak O-O-O single bonds.
