2.4- Trioxolane

The dipolar ion can react in several ways according to the solvent and the stmcture of the olefin. In inert solvents, if the carbonyl compound is highly reactive (eg, an aldehyde), the dipolar ion can be added to the carbonyl fragment to give the normal ozonide or 1,2,4-trioxolane (7) for example, 1,1-and 1,2-dialkylethylenes react in this manner. Tri- or tetraalkyl-substituted olefins produce a smaH, if any, yield of an ozonide when the ozonolysis is... 

Unsaturated compounds undergo ozonization to initially produce highly unstable primary ozonides (15), ie, 1,2,3-trioxolanes, also known as molozonides, which rapidly spHt into carbonyl compounds (aldehydes and ketones) and 1,3-zwitterion (16) intermediates. The carbonyl compound-zwitterion pair then recombines to produce a thermally stable secondary ozonide (17), also known as a 1,2,4-trioxolane (44,64,125,161,162). 

The 1,2,4-trioxolane ring prefers a half-chair conformation (131) the C—O—C portion of the ring forms the reference plane, and alkyl substituents prefer the equatorial positions. 

Trioxolane, rrans-3,5-diphenyI-ipole moment, 6, 865 (71CB1807)... 

Trioxolane, 3-ethyl-5-butyI-molar refraction, 6, 865 (55CB1878)... 

Propylene oxide — see Oxirane, methyl-Propylene ozonide — see 1,2,4-Trioxolane, 3-methyl-Propyliodone X-ray contrast and, 2, 520 Propynal... 

Trioxolane, 3-methyl-conformation, 6, 854 dipole moments, 6, 858 microwave spectra, 6, 855, 858... 

Ozonuies (1,2,4-trioxolanes) are generally obtained by the reaction of fluoroalkenes with ozone Thus, vmyl fluonde is oxidized to monofluoroozomde and formyl fluonde [23] (equation 15) The same ozomde is formed by ozonolysis of a mixture of cis 1,2-difluoroethylene with ethylene [24]... 

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