1-(Nitratomethyl)-5 H -tetrazole: A Highly Sensitive Ligand with Improved Oxygen Balance for Laser-Ignitable Coordination Compounds.

For the first time, the highly sensitive 1-(nitratomethyl)-5 H -tetrazole (1-NAMT) was synthesized, representing the shortest possible 1-(nitratoalkyl)-5 H -tetrazole with a combined nitrogen and oxygen content of 81.4%. Compared to its related ethyl derivative, 1-(nitratoethyl)-5 H -tetrazole, it exhibits improved oxygen balance, resulting in higher detonation parameters. 1-NAMT was thoroughly analyzed by single-crystal diffraction experiments accompanied by elemental analysis, IR spectroscopy, and multinuclear ( 1 H, 13 C, and 14 N) NMR measurements. The thermal behavior of 1-NAMT was analyzed by differential thermal analysis supported by thermogravimetric analysis. Furthermore, energetic coordination compounds (ECCs) of Cu with different inorganic ( e.g. , nitrate, chlorate, and perchlorate) and nitroaromatic anions ( e.g. , picrate and styphnate) were synthesized and thoroughly analyzed. It is shown that the formation of ECCs with nitroaromatic anions ( T dec ∼ 180 °C) is a suitable strategy to improve the rather low thermal stability of 1-NAMT (125 °C).