Dynamic NMR spectroscopy of three 2,2′-dialkyl/aryl-1-picrylhydrazines in liquid solution

Brown, Keith C.; Bermani, M. F. El; Weil, John A.

doi:10.1016/j.saa.2009.10.045

Cited by 4 publications

(1 citation statement)

References 19 publications

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“…3‐(Picrylamino)‐1,2,4‐triazole ( 3 ) and 3‐amino‐5‐(picrylamino)‐1,2,4‐triazole ( 13 ) were synthesized according to the literature methods 7,8. Picryl chloride ( 2 ) was synthesized from picric acid according to the literature method 9. Picryl chloride was then reacted with 3‐amino‐1,2,4‐triazole and 3,5‐diamino‐1,2,4‐triazole in N , N ‐dimethylformamide (DMF) to afford 3 and 13 , respectively.…”

Section: Resultsmentioning

confidence: 99%

(Picrylamino)‐1,2,4‐triazole Derivatives – Thermally Stable Explosives

et al. 2016

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3-(Picrylamino)-1,2,4-triazole (PATO) and 3-amino-5-(picrylamino)-1,2,4-triazole (APATO) were synthesized and analyzed. During the syntheses of the compounds, two interesting side-products were isolated. The reactions of PATO and APATO with different nitrogen-rich bases, such as ammonia, hydrazine, triethylamine, and triaminoguanidine, resulted in the deprotonation of both triazole compounds and the formation of the corresponding salts (cation/anion ratio = 1:1). The compounds were obtained at ambient temperature in H 2 O or EtOH as qualitatively pure products with the characteristic properties of secondary explosives. The compounds were characterized by mul- Results and DiscussionSyntheses 3-(Picrylamino)-1,2,4-triazole (3) and 3-amino-5-(picrylamino)-1,2,4-triazole (13) were synthesized according to the literature [a]

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Section: Resultsmentioning

confidence: 99%

(Picrylamino)‐1,2,4‐triazole Derivatives – Thermally Stable Explosives

et al. 2016

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Studies on Energetic Salts Based on (2,4,6‐Trinitrophenyl)guanidine

Klapötke

Mieskes

Stierstorfer

et al. 2016

Propellants Explo Pyrotec

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(2,4,6‐Trinitrophenyl)guanidine was synthesized and its thermal and energetic properties were investigated. The reaction of (2,4,6‐trinitrophenyl)guanidine with different acids, such as nitric, picric, perchloric, and hydrochloric acid results in protonation of (2,4,6‐trinitrophenyl)guanidine and the formation of the corresponding salts (cation : anion ratio 1 : 1). The reactions are performed at ambient temperature in H2O or EtOH and produce qualitatively pure products with energetic properties, which are typical of those of secondary explosives. The compounds were characterized using multinuclear NMR spectroscopy, IR and Raman spectroscopy, as well as mass spectrometry. Single crystal X‐ray diffraction studies were performed and the structures of the four different salts at low temperatures were determined. The thermal stabilities were measured using differential scanning calorimetry (DSC). The sensitivities were determined using the BAM drophammer and friction tests. The heats of formation were calculated by the atomization method based on CBS‐4M enthalpies. Using these values as well as the X‐ray or pycnometric densities, several detonation parameters such as the detonation pressure, velocity, energy, and temperature were computed using the EXPLO5 code.

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