Journal
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
Volume 636, Issue 5, Pages 735-749Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/zaac.200900521
Keywords
Energetic materials; Tetrazoles; X-ray diffraction; Detonation parameters; Sensitivities; NMR spectroscopy
Categories
Funding
- Ludwig Maximilian University of Munich (LMU)
- European Research Office (ERO) of the U S Army Research Laboratory (ARL)
- Armament Research Development and Engineering Center (ARDEC)
- Strategic Environmental Research and Development Program (SERDP) [W911NF 09 2 0018, W911NF 09 1-0120, W011NF 09 1 0056, 10 WPSEED01 002 / WP-1765]
- CECD
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The alkylation of 2 nitro 2 azapropyl chloride (2) and de protonated 5 amino 1H-tetrazole (3) 1H tetrazole (4) 5 nitrimino 1,4H tetrazole (5) 1 methyl 5 nitrimino 4H tetrazole (6) and 2 methyl 5 nitraminotetrazole (7) afforded the products 1 (2 nitro 2 aza propyl) 5 aminotetrazole (8) 1-(2 nitro-2 azapropyl) 5H tetrazole (9), 1-(2 nitro 2 azapropyl) 5 nitriminotetrazole H2O (10a), 1 (2 nitro 2 azapropyl) 5 nitriminotetrazole EtOH (10b) 1,5-bis(2 nitro 2 azapropyl) 5 nitraminotetrazole (11) 1 methyl 5 (2 nitro 2 azapropyl) 5 nitraminotetrazole (12) 1 methyl 4 (2 nitro 2 azapropyl) 5 nitraminotetrazole (13) 1 methyl 5 (2 inn() 2 azapropyl) 5 aminotetrazole (14) and 2 methyl 5 (2 nitro 2 azapropyl) 5 nitraminotetrazole (15) In addition, the reaction of potassium 1-methyl-5 nitriminotetrazolate with dimethyl sulfate was investigated yielding I 4 dimethyl 5 nitriminotetrazole (16) All products (8-16) were determined by low temperature single X ray diffraction A comprehensive characterization and description of the chemical properties (IR, Raman and multinuclear (1 H C-13 and N-15) NMR spectroscopy mass spectrometry, elemental analysis and differential scanning calorimetry) is given The heats of formation were calculated by heats of combustion measured using bomb calorimetry With these values and the X-ray densities several detonation parameters (e g detonation pressure detonation velocity heat of explosion) were computed by the EXPLO5 software In addition the sensitivities towards impact, friction and electrical discharge were determined
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