Abstract:2-Nitro-2-azaadamantane-4, 8-diyl dinitrate, a new energetic cage compound, was synthesized with a total yield of 27% from bicyclo[3.3.1]nonane-2, 6-dione via hydrazonation, elimination, epoxidation, cyclization, acetylation and nitration.Nitric-sulfuric acid was applied as nitrating agent and nitration conditions such as molar ratio between H2SO4 and HNO3, reaction temperature and reaction time were investigated and the optimal reaction conditions was as follows:n(H2SO4):n(HNO3)=1:2 and 60 ℃ for 4 h with yield of nitration reaction as 81%.The thermal stability of target product was studied by thermogravimetry(TG) and differential scanning calorimetry(DSC).The detonation properties were predicted by Kamlet-Jacobs formula.Results show that the compound starts to decompose at 170.0 ℃ and the decomposition peak temperature is 193.7 ℃, and the density, detonation velocity, detonation pressure are 1.71 g·cm-3, 5780 m·s-1, 11.0 GPa, respectively.