(2‐Vinyltetrazolyl)furoxans as New Potential Energetic Monomers

(2‐Vinyltetrazolyl)furoxans as New Potential Energetic Monomers Full article

Journal

ChemPlusChem
ISSN: 1212-6950 , E-ISSN: 0010-0765

Output data

Year: 2022, Volume: 87, Number: 12, Article number : e202200365, Pages count : DOI: 10.1002/cplu.202200365

Authors

Chaplygin Daniil ¹ , Larin Alexander A. ¹ , Meerov Dmitry B. ² , Monogarov Konstantin A. ² , Pronkin Dmitry K. ² , Pivkina Alla N. ² , Fershtat Leonid L. ^1,3

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences Leninsky Prospect 47 Moscow 119991 Russian Federation
2	N. N. Semenov Federal Research Centre for Chemical Physics Russian Academy of Sciences 4 Kosygin Street Moscow 119991 Russian Federation
3	National Research University Higher School of Economics 101000 Myasnitskaya str., 20 Moscow Russian Federation

A regioselective approach toward the synthesis of a set of new (2-vinyltetrazolyl)furoxans as potential energetic monomers has been realized. All target energetic materials were thoroughly characterized by spectral and analytical methods. Moreover, crystal structures of two representative heterocyclic systems were studied by single-crystal X-ray diffraction. Prepared high-energy substances have high combined nitrogen-oxygen content (63-71 %), high enthalpies of formation and good detonation parameters (D: 6.7–7.8 km s−1; P: 18–28 GPa). Mechanical sensitivities of the synthesized vinyltetrazoles range these explosives from highly sensitive to completely insensitive. Using calculations of molecular electrostatic potentials (ESP), structural factors influencing the impact sensitivity were revealed. Overall, newly synthesized (2-vinyltetrazolyl)furoxans are of interest as promising energetic monomers due to the presence of the vinyl moiety and explosophoric heterocyclic combination, while their performance exceeds that of benchmark explosive TNT.

Chaplygin D. , Larin A.A. , Meerov D.B. , Monogarov K.A. , Pronkin D.K. , Pivkina A.N. , Fershtat L.L.
(2‐Vinyltetrazolyl)furoxans as New Potential Energetic Monomers
ChemPlusChem. 2022. V.87. N12. e202200365 . DOI: 10.1002/cplu.202200365 OpenAlex

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W4311045756

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