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Characterization of 4,6‐Diazido‐ N ‐nitro‐1,3,5‐triazine‐2‐amine
Author(s) -
Musil Tomáš,
Matyáš Robert,
Lyčka Antonín,
Růžička Aleš
Publication year - 2012
Publication title -
propellants, explosives, pyrotechnics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.56
H-Index - 65
eISSN - 1521-4087
pISSN - 0721-3115
DOI - 10.1002/prep.201000166
Subject(s) - cyanuric chloride , azide , nitro , amine gas treating , chemistry , triazine , yield (engineering) , tetrazole , molecule , dimethyl sulfoxide , crystallography , organic chemistry , materials science , alkyl , metallurgy
4,6‐Diazido‐ N ‐nitro‐1,3,5‐triazine‐2‐amine (DANT) was prepared with a 35 % yield from cyanuric chloride in a three step process. DANT was characterized by IR and NMR spectroscopy ( 1 H, 13 C, 15 N), single‐crystal X‐ray diffraction, and DTA. The crystal density of DANT is 1.849 g cm −3 . The cyclization of one azido group and one nitrogen atom of the triazine group giving tetrazole was observed for DANT in a dimethyl sulfoxide solution using NMR spectroscopy. An equilibrium exists between the original DANT molecule and its cyclic form at a ratio of 7 : 3. The sensitivity of DANT to impact is between that for PETN and RDX, sensitivity to friction is between that for lead azide and PETN, and sensitivity to electric discharge is about the same as for PETN. DANT′s heat of combustion is 2060 kJ mol −1 .