1,3,5-Tris[(2H‑tetrazol-5-yl)methyl]isocyanurate and Its Tricationic Salts as Thermostable and Insensitive Energetic Materials

Various energetic salts (3a–f) were obtained from 1,3,5-tris­[(2H-tetrazol-5-yl)­methyl]­isocyanurate (3), while N2,N4,N6-tri­(1H-tetrazol-5-yl)-1,3,5-triazine-2,4,6-triamine (5) and N,N′-{6-[(1H-tetrazol-5-yl)­amino]-1,3,5-triazine-2,4-diyl}­bis­[N-(1H-tetrazol-5-yl)­nitramide] (6) were obtained fr...

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Bibliographic Details
Published in:Organic letters 2022-05, Vol.24 (19), p.3555-3559
Main Authors: Kumar, Parasar, Ghule, Vikas D., Dharavath, Srinivas
Format: Article
Language:English
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Summary:Various energetic salts (3a–f) were obtained from 1,3,5-tris­[(2H-tetrazol-5-yl)­methyl]­isocyanurate (3), while N2,N4,N6-tri­(1H-tetrazol-5-yl)-1,3,5-triazine-2,4,6-triamine (5) and N,N′-{6-[(1H-tetrazol-5-yl)­amino]-1,3,5-triazine-2,4-diyl}­bis­[N-(1H-tetrazol-5-yl)­nitramide] (6) were obtained from cyanuric chloride via a simple, efficient two-step synthetic route from inexpensive starting materials. Compounds 3a–f and 6 show excellent detonation properties (VOD = 7876–8832 m s–1, and DP = 20.73–30.0 GPa), a high nitrogen content (>62%), and high positive heats of formation (205.2–1888.9 kJ mol–1) with excellent thermostability and remarkable insensitivity.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c01225