Impact of Stereo- and Regiochemistry on Energetic Materials

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.