Synthesis of Energetic Nitrocarbamates from Polynitro Alcohols and Their Potential as High Energetic Oxidizers

A new
synthesis strategy for the preparation of energetic carbamates
and nitrocarbamates starting from readily available polynitro alcohols
is introduced. The efficient synthesis of mainly new carbamates was
performed with the reactive chlorosulfonyl isocyanate (CSI) reagent.
The carbamates were nitrated using mixed acid to form the corresponding
primary nitrocarbamates. The thermal stability of all synthesized
compounds was studied using differential scanning calorimetry, and
the energies of formation were calculated on the CBS-4 M level of
theory. Detonation parameters and propulsion properties were determined
with the software package EXPLO5 V6.02. Furthermore, for all new substances
single-crystal X-ray diffraction studies were performed and are presented
and discussed as Supporting Information.