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Synthesis and thermal decomposition of 15 N‐labelled NTO
Author(s) -
Fan Leimin,
Dass Chhabil,
Burkey Theodore J.
Publication year - 1996
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199601)38:1<87::aid-jlcr819>3.0.co;2-i
Subject(s) - chemistry , thermal decomposition , decomposition , ammonia , ammonium , mass spectrometry , mass spectrum , yield (engineering) , proton nmr , ion , energetic material , inorganic chemistry , nuclear chemistry , analytical chemistry (journal) , organic chemistry , chromatography , thermodynamics , physics , explosive material
5‐Nitro‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one (NTO) has been synthesized in good yield with 15 N at the 1 and 2 positions. The N‐H coupling provides unequivocal assignments for 1 H and 15 N NMR spectra and the acidic proton. The products of thermal decomposition at 270 °C were identified spectroscopically. NMR spectra reveal that thermal decomposition results in the formation of 2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one and ammonia (the latter observed as ammonium ion). The production of ammonia from the thermal decomposition of an energetic material is unprecedented. The gas products HCN, 15 N 14 N, 15 N 2 , and CO were detected by mass spectrometry. Some possible mechanisms of thermal decomposition are discussed.