Letters in Organic Chemistry

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

DOI: 10.2174/157017806778700051

A Study of Thermal Activation of N-Nitrosoamides

Page: [689 - 698] Pages: 10

  • * (Excluding Mailing and Handling)

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