Thermal decomposition of 2,4,6-triazidopyridine

Resumo

The thermal decomposition of 2,4,6-triazidopyridine in the melt is studied using thermogravimetry, manometry, mass spectrometry, and IR spectroscopy. In the temperature range of 120–160°C, the process obeys the first-order kinetic law, being described by the Arrhenius equation k [s^–1] = 10^{12.8 ± 0.4}exp[–(31200 ± 1500)]/RT with values of the parameters typical of the thermal decomposition of aromatic and heterocyclic azides. The reaction produces nitrogen, as the only gaseous product. Unlike the other heterocyclic azides, the decomposition of which is characterized by anomalously high values of the Arrhenius parameters, the thermal decomposition of 2,4,6-triazidopyridine yields a condensed product having a system of polyconjugated bonds with higher force characteristics. It is concluded that the decomposition of 2,4,6-triazidopyridine proceeds by a mechanism in which the rate-limiting step is the dissociation of the nitrogen molecule from the azide group to form a nitrene.