Crystal structure of the potassium salt of 2-methyl-5-dinitromethyltetrazole

Energetic High-Nitrogen Compounds: 5-(Trinitromethyl)-2H-tetrazole and -tetrazolates, Preparation, Characterization, and Conversion into 5-(Dinitromethyl)tetrazoles

“…The diffractometer was equipped with an Oxford Cryostream 700 apparatus for low-temperature data collection. A complete hemisphere of data was scanned on ω (0.5°) with a run time of 1, 2, or 10 s/frame at a detector resolution of 512 × 512 pixels by use of the BIS software package . The frames were then integrated with the SAINT algorithm to give the hkl files corrected for Lp/decay.…”

“…Synthesis of Hydroxylammonium 5-(Dinitromethyl)-1Htetrazolate (11). An aqueous solution of 50% hydroxylamine (2.0 g, 61 mmol) was slowly added to a solution of 5-(trinitromethyl)-2Htetrazole (0.438 g, 2.00 mmol) in water (5 mL).…”

“…After gas evolution ceased, the yellow solution was taken to dryness by a stream of nitrogen and the yellow residue was recrystallized from water. Hydroxylammonium 5-(dinitromethyl)-1H-tetrazolate (11) was obtained as yellow crystals (0.379 g). Theoretical mass expected for 2.00 mmol of C 2 H 5 N 7 O 5 = 0.414 g (yield = 91.6%).…”

“…A complete hemisphere of data was scanned on ω (0.5°) with a run time of 1, 2, or 10 s/frame at a detector resolution of 512 × 512 pixels by use of the BIS software package. 18 The frames were then integrated with the SAINT algorithm 26 to give the hkl files corrected for Lp/ decay. Absorption correction was performed with the SADABS program.…”

“…The oxygen balance of a molecule and its potential usefulness as an energetic material can be increased by the introduction of nitro functionalities. 5-Nitro-2 H -tetrazole (HNT) and salts with the related 5-nitrotetrazolate anion (NT – ) are well-known and have attracted much interest as primary explosives and energetic materials. − Dinitromethyltetrazole was discovered in 1964, and salts of its anion have been the subject of studies for many years. − The synthesis of 5-(trinitromethyl)-2 H -tetrazole (HTNTz) 4 by reaction of trinitroacetonitrile 3 and trimethylsilyl azide has been reported, but the obtained product was described as an orange-yellow oil that evolved nitrogen oxides on prolonged standing at ambient temperatures and was successively converted into the ammonium salt . In a later report, HTNTz 4 was not isolated or fully characterized but has been prepared as an intermediate by the reaction of trinitroacetonitrile 3 with hydrogen azide and was immediately converted into the tetrabutylammonium salt …”