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[1,2,4]Triazolo[1,2‐ a ][1,2,4]triazole‐1,3,5,7(2 H ,6 H )‐tetrone (Urazourazole), Synthesis and Structure
Author(s) -
Nachbaur Edgar,
Faleschini Gottfried,
Belaj Ferdinand,
Janoschek Rudolf
Publication year - 1988
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198807012
Subject(s) - octane , quantum chemical , chemistry , thermal stability , triazole , folding (dsp implementation) , 1,2,4 triazole , crystallography , stereochemistry , computational chemistry , medicinal chemistry , molecule , organic chemistry , electrical engineering , engineering
Unusually high activity ( K 1 = 4.0 × 10 −4 ) and thermal stability (decomp. at 340°C) characterize the title compound 1 . It is accessible from persilylated urazole, and, unlike 1,5‐diazabicyclo[3.3.0]octane‐2,4,6,8‐tetrone in the solid phase, is folded along the N‐N bond. Quantum chemical calculations show that this folding must be caused by packing effects.