Reactivity of triacetone triperoxide and diacetone diperoxide: Insights from nuclear Fukui function

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• 作者：Matthew J. Swadley (1)
  Panpan Zhou (2)
  Tonglei Li (3)
  
  1. Pharmaceutical Sciences ; University of Kentucky ; Lexington ; Kentucky ; 40536 ; USA
  2. Department of Chemistry ; Lanzhou University ; Lanzhou ; 730000 ; Gansu ; China
  3. Industrial & Physical Pharmacy ; Purdue University ; West Lafayette ; Indiana ; 47907 ; USA
  
• 关键词：nuclear Fukui function ; electronic perturbation ; Hellmann ; Feynman force ; organic crystals ; unimolecular decomposition
• 刊名：Frontiers of Chemical Science and Engineering
• 出版年：2015
• 出版时间：March 2015
• 年：2015
• 卷：9
• 期：1
• 页码：114-123
• 全文大小：732 KB
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• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Chinese Library of Science
  Industrial Chemistry and Chemical Engineering
  
• 出版者：Higher Education Press, co-published with Springer-Verlag GmbH
• ISSN：2095-0187

文摘

Triacetone triperoxide (TATP) is more sensitive than diacetone diperoxide (DADP) in the solid-state explosion. To explain this reactivity difference, we analyzed the electronic structures and properties of the crystals of both compounds by using Ab initio method to calculate the structures of their individual molecules as well as their lattice structures and particularly calculating Nuclear Fukui function to gain insight into the sensitivity of the initial, rate-determining step of their decomposition. Our results indicate that TATP and DADP crystal structures exhibit significantly different electronic properties. Most notably, the electronic structure of the TATP crystal shows asymmetry among its reactive oxygen atoms as supported by magnitudes of their nuclear Fukui functions. The greater explosion sensitivity of crystalline TATP may be attributed to the properties of its electronic structure. The electronic calculations provided valuable insight into the decomposition sensitivity difference between TATP and DADP crystals.