Static and dynamic pressure effects on the thermolysis of nitroalkanes in solution

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The authors have measured the effects of static and shock-induced pressures on the decomposition rates and mechanisms of various nitroalkanes dissolved in different solvents with and without organic amine catalysts. While nitroalkanes without {alpha}-hydrogen decompose by homolysis of the C-NO{sub 2} bond over a wide range of conditions, the decomposition pathway of nitroalkanes having {alpha}-hydrogens (i.e., acidic nitroalkanes) is complicated and follows different decomposition mechanisms depending on the availability of organic base and reaction pressure. The Nef reaction is also an important reaction pathway. The five known decomposition pathways, homolysis of the C-NO{sub 2} bond, bimolecular reaction between the aci-form ... continued below

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8 p.

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Brower, K.R.; Davis, L.L.; Naud, D.L. & Wang, J. December 31, 1998.

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  • Brower, K.R. New Mexico Inst. of Mining and Technology, Socorro, NM (United States). Dept. of Chemistry
  • Davis, L.L.
  • Naud, D.L. Los Alamos National Lab., NM (United States)
  • Wang, J. Univ. of Southern California, Los Angeles, CA (United States). Dept. of Chemistry

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Description

The authors have measured the effects of static and shock-induced pressures on the decomposition rates and mechanisms of various nitroalkanes dissolved in different solvents with and without organic amine catalysts. While nitroalkanes without {alpha}-hydrogen decompose by homolysis of the C-NO{sub 2} bond over a wide range of conditions, the decomposition pathway of nitroalkanes having {alpha}-hydrogens (i.e., acidic nitroalkanes) is complicated and follows different decomposition mechanisms depending on the availability of organic base and reaction pressure. The Nef reaction is also an important reaction pathway. The five known decomposition pathways, homolysis of the C-NO{sub 2} bond, bimolecular reaction between the aci-form and aci-ion, cyclization of the aci-form, elimination of nitrous acid, and the Nef reaction, are highly dependent on the reaction conditions, such as pressure, presence of organic amines, water, alcohols, and polarity of solvent. The authors discuss the results of several tests used to support these various decomposition mechanisms.

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8 p.

Notes

OSTI as DE99002817

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  • 11. detonation symposium, Snowmass, CO (United States), 31 Aug - 4 Sep 1998

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  • Other: DE99002817
  • Report No.: LA-UR--98-3780
  • Report No.: CONF-980803--
  • Grant Number: W-7405-ENG-36
  • Office of Scientific & Technical Information Report Number: 350867
  • Archival Resource Key: ark:/67531/metadc675278

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Office of Scientific & Technical Information Technical Reports

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  • December 31, 1998

Added to The UNT Digital Library

  • July 25, 2015, 2:20 a.m.

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  • Feb. 26, 2016, 6:23 p.m.

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Brower, K.R.; Davis, L.L.; Naud, D.L. & Wang, J. Static and dynamic pressure effects on the thermolysis of nitroalkanes in solution, article, December 31, 1998; New Mexico. (digital.library.unt.edu/ark:/67531/metadc675278/: accessed April 22, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.