Experimental enthalpies of formation and other physicochemical characteristics of compounds containing C-NO2 and C-N(O)=N-NO2 groups: a comparison

Leonov, Nikita E.; Klenov, M. S.; Churakov, A. M.; Kon’kova, T. S.; Мирошниченко, Е. А.; Matyushin, Yu. N.; Muravyev, Nikita V.; Tartakovsky, Vladimir A.

doi:10.1007/s11172-022-3572-5

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The Standard Enthalpy Of Combustion and Formation In The Sol...1

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2024

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Cited by 2 publications

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“…Such enthalpy decline upon N-oxidation of heterocycles was marked, for instance, in the tetrazole series (important note: calculated heats of formation) [29][30][31] or in the furazan/furoxan series (experimental enthalpies of formation). 32 At the same time, Politzer and Murray emphasized that N-oxide insertion can cause both an increase and a decrease in SEOF depending on whether the heterocycle is oxidized. 33 But based on our data we can conclude that this enthalpy change is most likely not very big.…”

Section: The Standard Enthalpy Of Combustion and Formation In The Sol...mentioning

confidence: 99%

Insight into the structural and energetic features of substituted triazolofurazans

Balabanova,

Voronin,

Churakov

et al. 2024

CrystEngComm

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Section: The Standard Enthalpy Of Combustion and Formation In The Sol...mentioning

confidence: 99%

Insight into the structural and energetic features of substituted triazolofurazans

Balabanova,

Voronin,

Churakov

et al. 2024

CrystEngComm

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Ammonium Dinitramide as a Prospective N–NO2 Synthon: Electrochemical Synthesis of Nitro-NNO-Azoxy Compounds from Nitrosoarenes

Budnikov,

Leonov,

Klenov

et al. 2024

Molecules

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In this study, the electrochemical coupling of nitrosoarenes with ammonium dinitramide is discovered, leading to the facile construction of the nitro-NNO-azoxy group, which represents an important motif in the design of energetic materials. Compared to known approaches to nitro-NNO-azoxy compounds involving two chemical steps (formation of azoxy group containing a leaving group and its nitration) and demanding expensive, corrosive, and hygroscopic nitronium salts, the presented electrochemical method consists of a single step and is based solely on nitrosoarenes and ammonium dinitramide. The dinitramide salt plays the roles of both the electrolyte and reactant for the coupling. Despite the fact that many side reactions can be expected due to the redox-activity of both the reagents and target products, under optimized conditions the synthesis is performed in an undivided cell under constant current conditions with high current density and can be easily scaled up without a reduction in the product yield. Moreover, the synthesized nitro-NNO-azoxy compounds are discovered to be potent fungicides active against a broad range of phytopathogenic fungi.

show abstract

Experimental enthalpies of formation and other physicochemical characteristics of compounds containing C-NO2 and C-N(O)=N-NO2 groups: a comparison

Cited by 2 publications

References 37 publications

Insight into the structural and energetic features of substituted triazolofurazans

Insight into the structural and energetic features of substituted triazolofurazans

Ammonium Dinitramide as a Prospective N–NO2 Synthon: Electrochemical Synthesis of Nitro-NNO-Azoxy Compounds from Nitrosoarenes

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