3,6-Bis(4-nitro-1,2,5-oxadiazol-3-yl)-1,4,2,5-dioxadiazene (BNDD): A Powerful Sensitive Explosive

Leonard, Philip W.; Pollard, Colin J.; Chávez, David E.; Rice, Betsy M.; Parrish, Damon A.

doi:10.1055/s-0030-1261169

Cited by 27 publications

(30 citation statements)

References 5 publications

(5 reference statements)

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“…General Procedures 1 H, 13 C, 14 N and 15 N NMR spectra were recorded on JEOL 270 and BRUKER AMX 400 instruments. The samples were measured at room temperature in standard NMR tubes (Ø 5 mm).…”

Section: Methodsmentioning

confidence: 99%

“…DTA ( 15 N NMR (d 6 -DMSO, 41 MHz, ppm) d = 38.7, 37.5, 14.4, 10.9, À5.6, À22.9, À28.3, À29.1, À183.6, À190.4.…”

Section: Synthesismentioning

confidence: 99%

“…All synthesized compounds were characterized with multinuclear NMR ( 1 H, 13 C and 14 N) spectroscopy. In addition, 15 N NMR spectra of 2 and 3 · 0.5 Et 2 O were recorded. Compound 3 · 0.5 Et 2 O shows three different resonances in the 1 H NMR spectrum; one at 12.87 ppm for the acidic protons of the nitramine groups (ÀNHNO 2 ) and two at 3.34 (ÀOCH 2 CH 3 ) and 1.04 (ÀOCH 2 CH 3 ) ppm for the ether solvate ( 1 H, 13 C and 14 N NMR spectra of compound 3 · 0.5 Et 2 O are displayed in the Supporting Information).…”

Section: Nmr Spectroscopymentioning

confidence: 99%

“…Five membered heterocycles containing nitrogen and oxygen atoms have shown promising application as building blocks for energetic materials [9][10][11]. Derivatives of nitro/nitramino substituted furazanes (1,2,5-oxadiazole) and furoxans (1,2,5-oxadiazole-2-oxide) have been of particular interest in the development of new HEDMs since they usually possess good oxygen balance, high heat of formation and high density [12][13][14][15]. Some well-known explosives based on furazanes and furoxans are shown in Figure 1.…”

Section: Introductionmentioning

confidence: 99%

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Energetic Compounds Based on 3,4‐Bis(4‐nitramino‐ 1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (BNAFF)

Gospodinov

Hermann

Klapötke

et al. 2018

Propellants Explo Pyrotec

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3,4‐Bis(4‐amino‐1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (BAFF, 1) was nitrated in 100 % HNO3 at −10 °C and then reacted with KOH to give the corresponding energetic dipotassium salt of 3,4‐bis(4‐nitramino‐1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (2, K2BNAFF). The neutral nitramino‐furoxan compound (3, H2BNAFF) is unstable at room temperature and can be obtained from K2BNAFF with 2 m HCl and ether as H2BNAFF ⋅ 0.5 Et2O. Several nitrogen‐rich salts (e. g. ammonium, guanidinium, aminoguanidinium, hydrazinium and hydroxylammonium) were prepared from K2BNAFF. The potassium, guanidinium, aminoguanidinium, hydroxylammonium and silver salts of BNAFF were characterized by low‐temperature X‐ray diffraction. In addition, all compounds were analyzed by vibrational spectroscopy (IR and Raman), multinuclear (1H, 13C, 14N) NMR spectroscopy, differential thermal analysis (DTA) and elemental analysis. The heats of formation for the anhydrous compounds were calculated using the atomization method based on CBS‐4 M enthalpies. Several detonation parameters were predicted by using the EXPLO5 code (V6.03). In addition, the sensitivities of all BNAFF salts toward friction, impact and electrostatic discharge were determined.

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Section: Methodsmentioning

confidence: 99%

“…DTA ( 15 N NMR (d 6 -DMSO, 41 MHz, ppm) d = 38.7, 37.5, 14.4, 10.9, À5.6, À22.9, À28.3, À29.1, À183.6, À190.4.…”

Section: Synthesismentioning

confidence: 99%

Section: Nmr Spectroscopymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Energetic Compounds Based on 3,4‐Bis(4‐nitramino‐ 1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (BNAFF)

Gospodinov

Hermann

Klapötke

et al. 2018

Propellants Explo Pyrotec

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“…Since product (2) is very unstable, the authors propose that these reactions should be done with extreme caution, by knowledgeable researchers. 17 The sodium tungstate dihydrate catalyzed oxidation of secondary amines with hydrogen peroxide gives the corresponding nitrones in methanol or water, at room temperature. Acyclic and cyclic nitrones can be obtained from secondary amines in a single step in good to excellent yields.…”

Section: B) Cleavage Of Double Bonds (To Carboxylic Acids Aldehydes mentioning

confidence: 99%

Sodium tungstate dihydrate

Duarte¹

2013

Revista Virtual De Química

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Tungstato de sódio di-hidratadoResumo: O tungstato de sódio di-hidratado é um reagente disponível comercialmente sob a forma de um sólido cristalino branco e é geralmente usado na síntese de compostos inorgânicos, nomeadamente na síntese de polioxometalatos. O tungstato de sódio di-hidratado também pode ser usado como catalisador ou como precursor de catalisador em várias reações orgânicas. Este manuscrito apresenta uma revisão das aplicações do tungstato de sódio di-hidratado em reações orgânicas, nomeadamente epoxidação, clivagem de ligações duplas, oxidação de álcoois, aminas, iminas ou compostos orgânicos de enxofre, halogenação de compostos aromáticos, síntese de ro etos β-arilvinílicos e síntese de 1-H-tetrazóis. Palavras-chave:Tungstato de sódio; catalisador; química orgânica. AbstractsSodium tungstate dihydrate is a commercially available reagent, in the form of a crystalline white solid, which is usually used in the synthesis of inorganic compounds, namely in polyoxometalates synthesis. Sodium tungstate dihydrate can also be used as catalyst or as catalyst precursor in several organic reactions, namely epoxidation, cleavage of double bonds, oxidation of alcohols, amines, imines, and organosulfur compounds, haloge atio of aro ati o pou ds, sy thesis of β-arylvinyl bromides, and synthesis of 1-H-tetrazoles.

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Nitro‐substituted Oxadiazoles: Important Building Blocks in the Synthesis of Energetic Compounds

Pagoria¹

2022

Nitrogen‐Rich Energetic Materials

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3,6-Bis(4-nitro-1,2,5-oxadiazol-3-yl)-1,4,2,5-dioxadiazene (BNDD): A Powerful Sensitive Explosive

Cited by 27 publications

References 5 publications

Energetic Compounds Based on 3,4‐Bis(4‐nitramino‐ 1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (BNAFF)

Energetic Compounds Based on 3,4‐Bis(4‐nitramino‐ 1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (BNAFF)

Sodium tungstate dihydrate

Nitro‐substituted Oxadiazoles: Important Building Blocks in the Synthesis of Energetic Compounds

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