Bis(4‐azido‐3,5‐dinitro‐1H‐pyrazol‐1‐yl)methane as a New Green Primary Explosive

Abstract

Bis(4-chloro-3,5-dinitro-1H-pyrazol-1-yl)methane 2 was obtained for the first time via the coupling reaction of 4-chloro-3,5-dinitro-1H-pyrazole 1 as a promising precursor for new explosives. The careful selection of the reaction conditions enabled the coupling of 1 having the poor reactivity to produce 2 in a good yield. The target compound, bis(4-azido-3,5-dinitro-1H-pyrazol-1-yl)methane 3, was produced by the double azidation reaction of 2 in one step. Some explosive properties of 2 and 3 were characterized and 3 is expected to be a novel green primary explosive having superior explosive properties and better thermal stability than those of a widely used primary explosive, 2-diazo-4,6-dinitrophenol .

Alkyl‐Bridged Nitropyrazoles – Adjustment of Performance and Sensitivity Parameters

“…The comparison of compound 9 with its constitutional isomer B4AzDNPM , prepared by Korean group in year 2020, [23] provides significant differences (Figure 9). The terminal position of the azido group results in a slightly higher impact and friction resistance ( 9 : IS:≤1 J, FS: 20 N; B4AzDNPM : IS: 2 J, FS: 33 N).…”

“…Potassium salt (3 a) shows the lowest value with 15 GPa and methylene bridged methylnitramine (5) the highest (28 GPa). [22] Formula C 4 H 4 KN The comparison of compound 9 with its constitutional isomer B4AzDNPM, prepared by Korean group in year 2020, [23] provides significant differences (Figure 9). The terminal position of the azido group results in a slightly higher impact and friction resistance (9: IS: � 1 J, FS: 20 N; B4AzDNPM: IS: 2 J, FS: 33 N).…”

“…During the determinations of the thermal stability of compound 9 by DTA measurements, the test tube was completely 6 BDNAPM [9] 5 7 BTNPM [9] 9 B4AzDNPM [23] Formula C 9 H 10 fragmented by its detonative behavior during each measurement performed. Therefore, we decided to do hot plate and hot needle tests (Figure 11A, B), to get a first indication of its suitability as potential metal-free primary explosive.…”

Synthesis and Energetic Properties of Trending Metal‐Free Potential Green Primary Explosives: A Review

“…Bis(4‐azido‐3,5‐dinitro‐1H‐pyrazol‐1‐ yl)methane 50 was obtained in good yield (77 %) by a combination of two nitro and one azido substituted two pyrazole rings connected via methyl‐bridge (Scheme 7(u)) [74] . Azido group is responsible to increases its nitrogen contents and high positive heat of formation.…”

Thermal Risk Assessment of Sandmeyer Reaction from 5-Aminotetrazole (5-AT) to Hydronium Copper(II)-tris(5-nitrotetrazolate) trihydrate

“…Lead azide (LA) was widely used in military for its excellently initiation ability and stability, the long term use of LA has lead considerable contamination in air and soil [1], especially in military training playground, caused a significant threat to the health of personnel working in these areas, and lead pollution was especially dangerous for ground-based system as it was effectively deposited and stored in the soil and propagated through nutrition chains [2]. For these reasons, much effort has been focused on development of minimally toxic and chemically inert primary explosive which could serve as replacement of LA [3][4][5][6]. DBX-1 and BNCP were a breakthrough, which could serve as a drop-in instead of LA for its outstanding properties, such as initiation ability, stability and compatibility.…”