New stable form of nitroacetonitrile

Synthesis and Characterization of the Energetic 3‐Azido‐5‐amino‐6‐nitro‐1,2,4‐triazine

“…This was performed in dilute solution as to prevent the very sensitive diazotetrazole from precipitating as it can spontaneously detonate upon crystallization [4a]. A solution of the potassium salt of nitroacetonitrile [10] in water was added dropwise to the reaction mixture and the solution allowed to warm to room temperature over 1.5 to 3 hours. This resulted in the initial precipitation of ( 1 ⋅H 2 O) in a 4.6 % yield.…”

“…All reagents and solvents were used as received unless stated otherwise. The potassium salt of nitroacetonitrile and the hypofluorous acid acetonitrile complex were prepared according to literature [10, 12]. 1 H and 13 C NMR spectra were recorded with a Bruker AV‐III‐500‐HD and Bruker Avance‐III‐800 (5 mm QCI Z‐gradient cryoprobe) NMR spectrometer.…”

“…Additionally, their synthesis from a diazonium compound and nitroacetonitrile followed by cyclization is simple and scalable. While neutral nitroacetonitrile has been known to cause explosions [9], the potassium salt of nitroacetonitrile is easily prepared via an indirect route and does not pose a lab hazard [10].…”

Chemistry of 2-aryl-1-cyano-1-nitroethenes. Part I. Synthesis and physical properties

“…These issues are the subject of the next part of our study. ) 328(4.23) [12], [17], [18], [20], [23], [32], [34], [36] 2 ) [12], [17], [18], [25], [30], [32], [33] 4 [12], [17], [18], [20], [23], [31], [32], [36] 8 ) 371(4.33)EtOH [12], [20], [23], [27], [30], [32] 25…”

Nitroacetonitrile as a versatile precursor in energetic materials synthesis

“…Pure acid nitroacetonitrile as a precursor suffers from numerous drawbacks including lack of high-yield highpurity syntheses, and chemical instability including the chance of spontaneous explosion. 29 Stable salts of nitroacetonitrile, such as the potassium salt of nitroacetonitrile which is easily prepared via an indirect route and does not pose a lab hazard, 30,31 have made the use of nitroacetonitrile practical for energetics chemistry on both the lab and large scale (Fig. 1).…”