Synthesis and Characterization of N⁵-(2-Fluoro-2,2-dinitroethyl)-N¹-methyl-1H-tetrazole-5-amine and its Nitramide Based on Functionalized Amino Group in 5-Amino-1H-tetrazole

N⁵-(2-fluoro-2,2-dinitroethyl)-N¹-methyl-1H-tetrazole-5-amine and its nitramide were designed and synthesized by a strategy based on functionalized amino group in 5-amino-1H-tetrazole. Their structures were fully determined by ¹H, ¹³C NMR, infrared spectrum as well as elementary analysis. Single-crystal X-ray diffraction was employed for characterizing their crystal structures. Comparing with its nitramide N⁵-(2-fluoro-2,2-dinitroethyl)-N¹-methyl-1H-tetrazol-5-yl)-nitramide (T_m: 76 ^oC, T_d: 135 ^oC, T_p: 163 ^oC), N⁵-(2-fluoro-2,2-dinitroethyl)-N¹-methyl-1H-tetrazole-5-amine exhibits better thermal stability (T_m: 167 ^oC, T_d: 191 ^oC, T_p: 205 ^oC), which is superior to those of N³,N⁴-bis(2-fluoro-2,2’-dinitroethyl)-1,2,5-oxadiazole-3,4-diamine (LLM-208) (T_m: 149 ^oC, T_p: 188 ^oC). They both present insensitivity towards impact but slightly sensitive to friction. It is worth noting that N⁵-(2-fluoro-2,2-dinitroethyl)-N¹-methyl-1H-tetrazol-5-yl)-nitramide shows its detonation performance approaching those of RDX. The above-mentioned energetic performance show that they are insensitive and worth further potential applications as oxidizers, melt-cast explosives, energetic plasticizers, or high-performance ligands for constructing energetic coordination polymers.