The geometries of tetrahydrodicyclopentadienes(THDCPD) and its derivatives were optimized at the B3LYP/6-31G level, vibration frequency analysis was also involved. The heat capacity and enthalpy at different temperatures were obtained by statistic thermodynamics. In order to calculate standard enthalpies of formation for the derivatives of THDCPD, isodesmic reactions were designed. The average molar volume and theoretical density were estimated using the Monte-Carlo method based on 0.001 e·bohr^-3 density space. Furthermore, the detonation velocity and pressure of the derivatives were estimated by the Kamlet-Jacbos equation. Results show that the total energies with the number of nitro groups are linear, and the derivatives of endo-THDCPD is more stable than the exo ones. The possible mechanism may be started by C—NO₂ bond breaking, not the homogeneous cleavage of framework C—C bond. With the temperature increasing, the heat capacity and enthalpy increase,and the increments of heat capacity is degressive,which is conversed to the enthalpy. Also,the detonation velocity and pressure increase evidently with the increasing of the nitro groups′ number.