The results of quantum-chemical study of formation mechanism of bicyclic intermediates for o-nitrotoluene, 2,3-, 2,4-, 2,5-, 2,6-dinitrotoluenes and for 2,4,6-trinitrotoluene are presented. The study was performed using B3LYP/6-31+G(2df,p) method. For each nitro-group the bicyclic processes of substituted nitrotoluenes may progress in two alternative variants. It was ascertained, that for meta- and para-substituted nitrotoluenes the mentioned processes, along with the reactions of radical decomposition and nitro-nitrite rearrangement, may impact on the total rate constant of thermal decomposition processes. For ortho-substituted nitrotoluene the studied bicyclic processes may compete with the reactions of intramolecular transfer of hydrogen with formation of aci-nitrotoluenes as the basic channel of thermal decomposition of respective trinitrotoluenes, including trotyl.
квантово-химический расчет, нитротолуол, механизмы реакций, термическое разложение, quantum-chemical computation, nitrotoluene, mechanisms of reactions, thermal decomposition
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