Kinetics of ozonation. 5. Reactions of ozone with carbon-hydrogen bonds.

作者: David H. Giamalva , Daniel F. Church , William A. Pryor

DOI: 10.1021/JA00284A035

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摘要: Rates of ozonation for 10 ethers, 2 aldehydes, and saturated hydrocarbons are reported in carbon tetrachloride solvent, over a 36-60/sup 0/C temperature range. More limited data acetonitrile. The resulting activation parameters inconsistent with mechanism involving prior complexation ozone an ..cap alpha.. oxygen atom or hydrogen-atom abstraction. Of the mechanisms previously proposed literature, hydride abstraction concerted insertion into C-H bond most consistent their kinetic data. A comparison rate constants to measured acetonitrile indicates that effect solvent polarity is small, so either ionic must involve high degree ion pairing involves dipolar contribution.

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