Tetrazoles: Tetrazoles are emerging as an increasingly important class of energetic materials due to their potential to replace nitrated compounds and lead-based primary explosives. Unlike their canonical nitro counterparts, tetrazoles do not require forcing nitration conditions for their synthesis and pose lower environmental toxicity. The decomposition mechanisms of tetrazoles have been previously investigated in a number of experimental and computational studies, with the prevailing decomposition mechanism being a stepwise extrusion of molecular nitrogen for both 1,5-and 2,5substituted tetrazoles (Figure and 4B). Among these studies, a number of dynamic isomerization events are observed for various tetrazole substituents (-H, -OR, -NHR), leading to a variety of possible decomposition pathways and rendering the development of generalizable reactivity trends challenging. Furthermore, the existence of two constitutional tetrazole isomers (i.e., 1,5-and 2,5-tetrazoles) requires separate mechanistic consideration in the context of a traditional mechanistic study, and the generality of trends observed in such studies would be challenged by the diversity of substituents encountered in tetrazole energetics.