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Impact of Stereo- and Regiochemistry on Energetic Materials.

ABSTRACT: The synthesis, physical properties, and calculated performances of six stereo- and regioisomeric cyclobutane nitric ester materials are described. While the calculated performances of these isomers, as expected, were similar, their physical properties were found to be extremely different. By alteration of the stereo- and regiochemistry, complete tunability in the form of low- or high-melting solids, stand-alone melt-castable explosives, melt-castable explosive eutectic compounds, and liquid propellant materials was obtained. This demonstrates that theoretical calculations should not be the main factor in driving the design of new materials and that stereo- and regiochemistry matter in the design of compounds of potential relevance to energetic formulators.

SUBMITTER: Barton LM

PROVIDER: S-EPMC6996794 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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Impact of Stereo- and Regiochemistry on Energetic Materials.

Barton Lisa M LM Edwards Jacob T JT Johnson Eric C EC Bukowski Eric J EJ Sausa Rosario C RC Byrd Edward F C EFC Orlicki Joshua A JA Sabatini Jesse J JJ Baran Phil S PS

Journal of the American Chemical Society 20190805 32

The synthesis, physical properties, and calculated performances of six stereo- and regioisomeric cyclobutane nitric ester materials are described. While the calculated performances of these isomers, as expected, were similar, their physical properties were found to be extremely different. By alteration of the stereo- and regiochemistry, complete tunability in the form of low- or high-melting solids, stand-alone melt-castable explosives, melt-castable explosive eutectic compounds, and liquid prop ...[more]

PMID: 31361955

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