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2023•Propellants Explosives PyrotechnicsOpen access

Synthesis and characterization of the energetic 5,7‐diamino‐2‐nitro‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine

Maxwell A. Roux, Mat­thias Zeller, Edward F. C. Byrd, Davin G. Piercey

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Abstract

Abstract The energetic compound 5,7‐diamino‐2‐nitro‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine (ANTT) was synthesized through the selective nitration of 2,5,7‐triamine‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine (TTT). This facile synthetic strategy yields a highly insensitive energetic nitrogen bicycle with potential for further functionalization. ANTT was chemically characterized by NMR, IR, and single crystal X‐Ray crystallography. Its energetic sensitivities (impact, friction) were experimentally determined, and its energetic performances were calculated for the first time.

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Abstract The energetic compound 5,7‐diamino‐2‐nitro‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine (ANTT) was synthesized through the selective nitration of 2,5,7‐triamine‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine (TTT). This facile synthetic strategy yields a highly insensitive energetic nitrogen bicycle with potential for further functionalization. ANTT was chemically characterized by NMR, IR, and single crystal X‐Ray crystallography. Its energetic sensitivities (impact, friction) were experimentally determined, and its energetic performances were calculated for the first time.

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Available abstract

Abstract The energetic compound 5,7‐diamino‐2‐nitro‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine (ANTT) was synthesized through the selective nitration of 2,5,7‐triamine‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine (TTT). This facile synthetic strategy yields a highly insensitive energetic nitrogen bicycle with potential for further functionalization. ANTT was chemically characterized by NMR, IR, and single crystal X‐Ray crystallography. Its energetic sensitivities (impact, friction) were experimentally determined, and its energetic performances were calculated for the first time.

Key concepts: Nitration, Energetic material, Nitro, Triazine, Chemistry, Characterization (materials science), Nitro compound, Stereochemistry

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Synthesis and characterization of the energetic 5,7‐diamino‐2‐nitro‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine — Research Paper | ScholarLens