The Journal of Organic Chemistry

Effect of dimethyl sulfoxide solvent in the thermolysis of alkyl nitrates elucidated by the temperature dependence of a kinetic isotope effect

H Kwart, MW Brechbiel

文献索引：Kwart, H.; Brechbiel, M. W. Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 461 - 463

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被引用次数: 4

摘要

The cyclic, bent TS of gas-phase thermolytic decomposition of benzyl nitrate has been compared to the analogous thermal elimination of amine oxides in diglyme solution. The use of MezSO solvent in amine oxide thermolysis has been shown to alter the TS'to one which accommodates linear H transfer. Me2S0 solvent in the case of benzyl nitrate is now found to afford a nearly quantitative conversion to benzaldehyde. Other alkyl nitrates show a ...