Skip to Main content Skip to Navigation
Journal articles

Development of a QSPR model for predicting thermal stabilities of nitroaromatic compounds taking into account their decomposition mechanisms

Abstract : The molecular structures of 77 nitroaromatic compounds have been correlated to their thermal stabilities by combining the quantitative structure-property relationship (QSPR) method with density functional theory (DFT). More than 300 descriptors (constitutional, topological, geometrical and quantum chemical) have been calculated, and multilinear regressions have been performed to find accurate quantitative relationships with experimental heats of decomposition (deltaH). In particular, this work demonstrates the importance of accounting for chemical mechanisms during the selection of an adequate experimental data set. A reliable QSPR model that presents a strong correlation with experimental data for both the training and the validation molecular sets (R 2 = 0.90 and 0.84, respectively) was developed for non-ortho-substituted nitroaromatic compounds. Moreover, its applicability domain was determined, and the model's predictivity reached 0.86 within this applicability domain. To our knowledge, this work has produced the first QSPR model, developed according to the OECD principles of regulatory acceptability, for predicting the thermal stabilities of energetic compounds.
Document type :
Journal articles
Complete list of metadatas

Cited literature [48 references]  Display  Hide  Download

https://hal-ineris.archives-ouvertes.fr/ineris-00961762
Contributor : Gestionnaire Civs <>
Submitted on : Thursday, March 20, 2014 - 2:56:40 PM
Last modification on : Tuesday, September 22, 2020 - 3:38:46 AM
Long-term archiving on: : Friday, June 20, 2014 - 11:35:47 AM

File

2011-120_post-print.pdf
Files produced by the author(s)

Identifiers

Collections

Citation

Guillaume Fayet, Patricia Rotureau, Laurent Joubert, Carlo Adamo. Development of a QSPR model for predicting thermal stabilities of nitroaromatic compounds taking into account their decomposition mechanisms. Journal of Molecular Modeling, Springer Verlag (Germany), 2011, 17 (10), pp.2443-2453. ⟨10.1007/s00894-010-0908-0⟩. ⟨ineris-00961762⟩

Share

Metrics

Record views

373

Files downloads

940