Dinitramide and its salts

Luk’yanov, O. A.; Konnova, Yu. V.; Климова, Т. А.; Tartakovsky, V. A.

doi:10.1007/bf00698244

Cited by 26 publications

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“…The dinitramide anion was first discovered by Russian chemists in 1971, [1] but was kept secret until it was independently rediscovered in the late 1980s in the USA. [2] Afterwards, the Russian work was summarized in a series of publications, [1,[3][4][5][6][7][8][9][10] new aspects were added by different groups, [11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] and also theoretical aspects of the dinitramide anion have been reported. [26][27][28] An overview of structural trends and variations in dinitramide salts has been given, [10,29,30] and potential applications for various dinitramide salts have been discussed.…”

Section: Introductionmentioning

confidence: 99%

“…[31][32][33] Within the last decades, triorganochalcogenium pseudohalides have been well investigated. [34][35][36][37][38][39][40][41] Our own contributions afforded a variety of triorganotelluronium/selenonium halides and pseudohalides, [42][43][44] among them the ionic azide compounds [R 3 Te]N 3 and [R 3 Se]N 3 (R = Me, Ph). [43,44] Continuing our efforts to explore the chemistry of main group elements with energetic substituents, in this contribution we report the first syntheses and crystal structures of triorganochalcogenium dinitramide salts.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Structures of Triorganochalcogenium (Te, Se, S) Dinitramides

2008

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The syntheses of the triorganochalcogenium dinitramide salts [Ph3Te][N(NO2)2] (1), [Me3Te][N(NO2)2] (2), [Ph3Se][N(NO2)2] (3), [Me3Se][N(NO2)2] (4), [Ph3S][N(NO2)2] (5), and [Me3S][N(NO2)2] (6), their characterization by multinuclear NMR spectroscopy, vibrational spectra, and single‐crystal structures are described. The syntheses of the compounds were achieved with the help of [Ag(py)2][N(NO2)2] and [Ag(NCCH3)][N(NO2)2] as dinitramide transfer reagents. Whereas in the crystal structure of 1 different coordination modes to dinitramide moieties are present, the crystal structure of 3 shows only a single intermolecular contact to the dinitramide moiety. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and Structures of Triorganochalcogenium (Te, Se, S) Dinitramides

2008

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“…The preparation, characterization and thermal decomposition of the ammonium salt has been described previously (Bottaro, Schmitt, Penwell & Ross, 1991;Schmitt, Krempp & Bierbaum, 1992;Brill, Brush & Patil, 1993;Rossi, Bottaro & McMillen, 1993;Doyle, 1993). More recently, a series of papers has described the preparation and spectral (UV-vis, IR) characterization of the parent acid and a number of other salts Luk'yanov, Konnova, Klimova & Tartakovsky, 1994;Luk'yanov, Anikin, Gorelik & Tartakovsky, 1994;…”

Section: Introductionmentioning

confidence: 99%

Energetic Materials: The Preparation and Structural Characterization of Three Biguanidinium Dinitramides

Martin¹,

Pinkerton²,

Gilardi³

et al. 1997

Acta Crystallogr Sect B

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Three biguanidinium salts of the energetic dinitramide anion have been prepared and structurally characterized from room-temperature X-ray diffraction data. Biguanidinium mono-dinitramide, (BIGH)(DN), triclinic, Pi, a = 4.3686(4), b = 9.404(2), c = 10.742(1)A,, c~= 83.54(1), ,;3 = 80.386(9), 7 = 79.93(1) ° , V = 426.8 (1)A, 3, Z = 2, Dx = 1.62 gcm -3. Biguanidinium bis-dinitramide, (BIGH2)(DN)2, monoclinic, C2/c, a= 11.892(2), b = 8.131(1), c = 13.038(2)A,, [2 = 115.79(1) ° , V = 1135.1(3)A, 3, Z = 4, Dx = 1.84 gcm -3. Biguanidinium bis-dinitramide monohydrate, (BIGH2)(DN)2.H20, orthorhombic, P212121, a= 6.4201 (6), b = 13.408(1), c = 14.584 (2) A,, V= 1255.4(4) A, 3, Z = 4, Dx = 1.76 gcm -3. All three structures are characterized by extensive hydrogen bonding. Both the mono-and diprotontated cations consist of two planar halves twisted with respect to each other. The dinitramide anion has a surprisingly variable and asymmetric structure. The two halves of the anion are twisted with respect to each other; however, the twist varies from 5.1 to 28.9 ° . In addition, the two ends of the anion have significantly different geometries, e.g. the 'equivalent' N--N bond lengths differ by up to 0.045/~,.

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“…[7,8] Compounds containing exclusively oxygen and nitrogen are desirable for applications such as environmentally benign rocket propulsion. Of those, the dinitramide anion (N-(NO 2 ) 2 À ) [9][10][11] is the heaviest compound known to date. Trinitramide (TNA; N(NO 2 ) 3 ) constitutes a possible energetic green oxidizer that could be suitable for future high-performance propellants.…”

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Experimental Detection of Trinitramide, N(NO₂)₃

et al. 2010

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There is an incentive for research directed towards new environmentally friendly oxidizers and energetic materials. [1][2][3] Recent examples for advances in polynitrogen chemistry are the bulk synthesis of the V-shaped N 5 + , [4,5] the tetrazole-based CN 7 , À[6] and the detection of cyclic N 5 À . [7,8] Compounds containing exclusively oxygen and nitrogen are desirable for applications such as environmentally benign rocket propulsion. Of those, the dinitramide anion (N-(NO 2 ) 2 À ) [9][10][11] is the heaviest compound known to date. Trinitramide (TNA; N(NO 2 ) 3 ) constitutes a possible energetic green oxidizer that could be suitable for future high-performance propellants. Only a few theoretical works have previously dealt with this hitherto unknown nitrogen oxide. [12][13][14] The heat of formation (DH 0 f(gas) ) of TNA has been estimated at between 38 and 71 kcal mol À1 , [12][13][14] and the N À N bond dissociation energy has been estimated to be 20-27 kcal mol À1 . [13,14] The existence of an N 4 O 6 intermediate has also been speculated to explain observed decomposition kinetics of dinitraminic acid (HN(NO 2 ) 2 ) in nitric acid. [15] To the best of our knowledge, no synthetic effort toward TNA has been attempted. Herein we present the first experimental detection of this exotic molecule.We initially subjected TNA to a thorough quantum chemical analysis. The aim of this study was to decipher the kinetic stability and different decomposition pathways in gas phase and in solution. We also performed calculations on two possible synthesis routes, and estimated physical properties such as density, heat of formation, vaporization, sublimation, and performance characteristics of TNA as a rocket-propellant component.Proposed self-decomposition pathways available to TNA are shown in Scheme 1. The NÀN bond dissociation enthalpy in the gas phase is calculated to be 28.2 kcal mol À1 . Owing to the favorable change in entropy, this dissociation is likely the [*] Dr. M. Rahm, Dr.

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Dinitramide and its salts

Cited by 26 publications

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Synthesis and Structures of Triorganochalcogenium (Te, Se, S) Dinitramides

Synthesis and Structures of Triorganochalcogenium (Te, Se, S) Dinitramides

Energetic Materials: The Preparation and Structural Characterization of Three Biguanidinium Dinitramides

Experimental Detection of Trinitramide, N(NO₂)₃

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Dinitramide and its salts

Cited by 26 publications

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Synthesis and Structures of Triorganochalcogenium (Te, Se, S) Dinitramides

Synthesis and Structures of Triorganochalcogenium (Te, Se, S) Dinitramides

Energetic Materials: The Preparation and Structural Characterization of Three Biguanidinium Dinitramides

Experimental Detection of Trinitramide, N(NO2)3

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Experimental Detection of Trinitramide, N(NO₂)₃