Spectroscopic study of fused 1,2,3,4-tetrazine 1,3-dioxides

Rezchikova, K. I.; Churakov, A. M.; Shlyapochnikov, V. A.; Tartakovsky, Vladimir A.

doi:10.1007/bf00696710

Cited by 12 publications

(11 citation statements)

References 4 publications

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“…The characteristic bond lengths ( Fig. 1) are also in good agreement with X-ray structural data [4]; the difference does not exceed 0.03Å. The results of the B3LYP calculations are in better agreement with experiment.…”

Section: Measurement Of the Enthalpy Of Sublimationsupporting

confidence: 80%

“…(3) To check the accuracy of the frequency calculations, we compared IR spectra of FTDO and its isotope substituted derivatives calculated using the MP2 and B3LYP techniques [15,16] with available literature data [4]. These methods are used for geometry optimization in the G2, G3, and CBS-QB3 procedures.…”

Section: Methodsmentioning

confidence: 99%

“…The results of the B3LYP calculations are in better agreement with experiment. IR spectra of the FTDO molecule and its isotope analog calculated at the B3LYP level were compared with experimental values [4]. The comparison was performed for the most intense lines, for which a considerable isotopic shift was observed in the case of substitution of the 15 N isotope for the nitrogen atom in the tetrazine fragment (marked by an asterisk in Fig.…”

Section: Measurement Of the Enthalpy Of Sublimationmentioning

confidence: 99%

“…The synthesis of FTDO and investigation of its spectroscopic and thermochemical properties have been a subject of extensive studies [4,5,[8][9][10]. However, there are no reliable data on such an important parameter as the enthalpy of formation of FTDO; there are only some contradictory estimates (730 and 995 kcal/kg [6]).…”

Section: Introductionmentioning

confidence: 99%

“…Nevertheless, an analysis of their properties is of significant interest, at least, from a viewpoint of seeking general relationships between the constitution of a material and the energetic parameters of its physicochemical transformations. Among promising energetic compounds are tetrazine dioxides (TDOs) synthesized at the Zelinskii Institute of Organic Chemistry of the Russian Academy of Sciences [4,5]. A calculated value of the specific impulse for a propellant containing 1,2,3,4-tetrazine-1,3-dioxide is given in [6].…”

Section: Introductionmentioning

confidence: 99%

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Multilevel quantum chemical calculation of the enthalpy of formation of [1,2,5]oxadiazolo[3,4-e][1,2,3,4]-tetrazine-4,6-di-N-dioxide

Kiselev

Gritsan

Зарко

et al. 2007

Combust Explos Shock Waves

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The enthalpy of formation in the standard state for the promising novel energetic material [1,2,5]oxadiazolo[3,4-e][1,2,3,4]-tetrazine-4,6-di-N-dioxide (furazano-1,2,3,4-tetrazine-1,3-dioxide) was calculated using a theoretically calculated value of the heat of formation in the gas phase and am experimentally measured value of the heat (enthalpy) of sublimation. The theoretical calculations were performed using the G2, G3, and CBS-QB3 high-accuracy multilevel quantum chemical techniques.

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Section: Measurement Of the Enthalpy Of Sublimationsupporting

confidence: 80%

Section: Methodsmentioning

confidence: 99%

Section: Measurement Of the Enthalpy Of Sublimationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Multilevel quantum chemical calculation of the enthalpy of formation of [1,2,5]oxadiazolo[3,4-e][1,2,3,4]-tetrazine-4,6-di-N-dioxide

Kiselev

Gritsan

Зарко

et al. 2007

Combust Explos Shock Waves

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Benzo-1,2,3,4-tetrazine 1,3-Dioxides: Synthesis and NMR Study

et al. 2002

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Benzo‐1,2,3,4‐tetrazine 1,3‐dioxides (BTDOs) represent fairly stable high‐nitrogen systems, incorporating two head‐to‐tail linked azoxy groups. The synthetic pathway to these heterocycles suggested the use of the tert‐butyl‐NNO‐azoxy group as a building block, allowing the first azoxy group to be incorporated into the ring. The second azoxy group was added with the help of the oxodiazonium ion (−N=N=O+) or its synthetic equivalent. This could be generated by two new methods. The first of these involved treatment of N‐nitroamines with nitrating agents, and the second treatment of diazonium salts with peracids in the presence of a base. The proposed key stage in the tetrazine 1,3‐bis(N‐oxide) ring formation is the reaction between the oxodiazonium ion and the distal nitrogen atom of the tert‐butyl‐NNO‐azoxy group, followed by elimination of the tert‐butyl cation. The syntheses of bromo‐BTDOs 3b−f and nitro‐BTDOs 4a−c are described. The BTDOs were characterized by NMR, including 14N and 15N experiments. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)

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