Abstract: B3LYP/aug-cc-pvDZ level of theory was applied to study the geometries, bond dissociation energies, and energetic material properties of s-triazine derivatives in which hydrogen atoms of s-triazine have been substituted by —CN, —NO2, —NH2, —N3, —N2H, —NHNH2, —N4H, and —N4H3 groups. Compared with the parent molecules unsubstituted, derivatives substituted by —CN and —NH2 groups result in higher bond dissociation energies, whereas the others lead to lower ones. The studies indicated that the higher formation heats of compounds substituent groups possess, the higher ones of derivatives. The normalized formation heats of these derivatives substituted by —CN, —N3, and —N4H are 71.9, 78.7, and 82.6 kJ, which are higher than that of triazido-s-triazine (70.2 kJ) reported. For derivatives substituted by —N4H, —N3, —N4H3, —N2H, and —CN groups, formation heats calculated lie in the range of 863.1 -1735.2 kJ·mol -1, but derivatives substituted by —N4H and —N4H3 show low dissociation energies and relatively low stability.