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A Theoretical Investigation of the Ring Strain Energy, Destabilization Energy, and Heat of Formation of CL-20
Author
Source
Advances in Physical Chemistry
Issue
Vol. 2012, Issue 2012 (31 Dec. 2012), pp.1-7, 7 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2012-10-24
Country of Publication
Egypt
No. of Pages
7
Main Subjects
Abstract EN
The cage compound CL-20 (a.k.a., 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane, HNIW, or 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane) is a well-studied high-energy-density material (HEDM).
The high positive gas- (ΔfHg°) and solid- (ΔfHs°) phase heat of formation values for CL-20 conformers have often been attributed to the strain energy of this cage compound and, by implication, to the conventional ring strain energy (CRSE) inherent in isowurtzitane which may be viewed as a “parent compound” (although not the synthetic precursor) of CL-20.
ΔfHg° values and destabilization energies (DSEs), which include the contribution from CRSE, were determined by computation using a relatively new multilevel ab intio model chemistry.
Compared to cubane, isowurtzitane does not have an exceptionally high CRSE.
It is about the same as that of cyclopropane and cyclobutane.
These investigations demonstrate that instead of the CRSE inherent in the isowurtzitane parent compound, the relatively high ΔfHg° and DSE values of CL-20 conformers must be due, primarily, to torsional strain (Pitzer strain), transannular strain (Prelog strain), and van der Waals interactions that occur due to the presence of the six >N–NO2 substituents that replace the six methylene (–CH2–) groups in the isowurtzitane parent compound.
These conclusions are even more pronounced when 2,4,6,8,10,12-hexaazaisowurtzitane is viewed as the “parent compound.”
American Psychological Association (APA)
Bumpus, John A.. 2012. A Theoretical Investigation of the Ring Strain Energy, Destabilization Energy, and Heat of Formation of CL-20. Advances in Physical Chemistry،Vol. 2012, no. 2012, pp.1-7.
https://search.emarefa.net/detail/BIM-451917
Modern Language Association (MLA)
Bumpus, John A.. A Theoretical Investigation of the Ring Strain Energy, Destabilization Energy, and Heat of Formation of CL-20. Advances in Physical Chemistry No. 2012 (2012), pp.1-7.
https://search.emarefa.net/detail/BIM-451917
American Medical Association (AMA)
Bumpus, John A.. A Theoretical Investigation of the Ring Strain Energy, Destabilization Energy, and Heat of Formation of CL-20. Advances in Physical Chemistry. 2012. Vol. 2012, no. 2012, pp.1-7.
https://search.emarefa.net/detail/BIM-451917
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-451917