A Study of Thermal Activation of N-Nitrosoamides

Ron   W.   Darbeau; Edson   V.   Perez; Martin      Brantley

doi:10.2174/157017806778700051

Abstract

N-4-R-Benzyl-N-nitrosoamides were decomposed at various temperatures in selected solvents. From their decomposition rates, contributions from ΔH* and ΔS* evidently depend upon intramolecular and solvent effects consistent with an early metastable oxadiazetyl-type entity in the first and rate-determining step of nitrosoamide thermolyses as opposed to a first, slowest step to a trans-diazoester.

Keywords: N-nitrosoamide, thermolysis, activation parameters, rate-determining step, oxadiazetyl, trans-diazoester

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Letters in Organic Chemistry

Title: A Study of Thermal Activation of N-Nitrosoamides

Volume: 3 Issue: 9

Author(s): Ron W. Darbeau, Edson V. Perez and Martin Brantley

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Keywords: N-nitrosoamide, thermolysis, activation parameters, rate-determining step, oxadiazetyl, trans-diazoester

Abstract: N-4-R-Benzyl-N-nitrosoamides were decomposed at various temperatures in selected solvents. From their decomposition rates, contributions from ΔH* and ΔS* evidently depend upon intramolecular and solvent effects consistent with an early metastable oxadiazetyl-type entity in the first and rate-determining step of nitrosoamide thermolyses as opposed to a first, slowest step to a trans-diazoester.

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Darbeau W. Ron, Perez V. Edson and Brantley Martin, A Study of Thermal Activation of N-Nitrosoamides, Letters in Organic Chemistry 2006; 3 (9) . https://dx.doi.org/10.2174/157017806778700051