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Thermal decomposition mechanisms of nitro-1,2,4-triazoles: A theoretical study Full article

Journal Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Output data Year: 2006, Volume: 55, Number: 8, Pages: 1388-1410 Pages count : 23 DOI: 10.1007/s11172-006-0430-9
Authors Korolev V.L. 1 , Petukhova T.V. 2 , Pivina T.S. 1 , Porollo A.A. 3 , Sheremetev A.B. 1 , Suponitskii K.Yu. 4 , Ivshin V.P. 2
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991, Moscow, Russian Federation
2 Mari State University, 1 Lenin Sq., 424000, Yoshkar-Ola, Mari El Republic, Russian Federation
3 Biomedical Informatics, Children’s Hospital Research Foundation, 3333 Burnet Av., Cincinnati, OH, 45229, USA
4 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

Abstract: Possible decomposition mechanisms of C-nitro-and N-nitro-1,2,4-triazoles were simulated. We showed that in addition to the experimentally detected thermolysis products including N2, N2O, NO, CO2, HCN, HNCO, 1,2,4-triazole, 3(5)-nitroso-1,2,4-triazole, and 1,2,4-triazolone, some other decompositon products (H2O, CO, NO2, cyanamide, cyanuric acid, and melamine) can be formed. Using the density functional approach (B3LYP/6-31G* approximation), we assessed the most favorable thermal decomposition pathways of nitrotriazoles and studied the relationships between the thermolysis pathways of these substances and their molecular and electronic structures. We found a correlation between the energy gap width (energy difference between the frontier molecular orbitals) and the stabilities of the C-nitro-1,2,4-triazole tautomers to thermal decomposition.
Cite: Korolev V.L. , Petukhova T.V. , Pivina T.S. , Porollo A.A. , Sheremetev A.B. , Suponitskii K.Y. , Ivshin V.P.
Thermal decomposition mechanisms of nitro-1,2,4-triazoles: A theoretical study
Russian Chemical Bulletin. 2006. V.55. N8. P.1388-1410. DOI: 10.1007/s11172-006-0430-9 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000243827500011
Scopus: 2-s2.0-33845929062
OpenAlex: W2013837945
Citing:
DB Citing
OpenAlex 22
Scopus 20
Web of science 20
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