3-(Nitromethylene)oxetane: a very versatile and promising building block for energetic oxetane based monomers

Abstract

3-Nitromethyleneoxetane: A very versatile and promising building block for energetic oxetane-based monomers Max Borna‡, Thomas C. Fessardb, Lucas Göttemannb, Konstantin Karaghiosoffa, Jakob Planka and Thomas M. Klapötke*aIn the field...

Nitrogen‐Rich Oxetanes Based on the Combination of Azides and Tetrazoles

“…N-Oxidation products of 5-(3-azidooxetan-3-yl)-1H-tetrazole were obtained but the respective isomers could not be separated. The new energetic oxetanes can easily be monitored by 1 H NMR, 13 C{ 1 H} NMR, 14 N NMR, 15 N NMR and FT-IR spectroscopy. DTA measurements show decomposition temperatures in the range of 157 °C (3) to 187 °C (4-Iso2).…”

“…Chemicals and solvents were employed as received (Sigma-Aldrich, Acros, TCI). 1 H, 13 C, 14 N and 15 N NMR spectra were recorded using a Bruker AMX 400 instrument. The chemical shifts quoted in ppm refer to tetramethylsilane ( 1 H, 13 C) and nitromethane ( 14 N, 15 N).…”

“…The 1 H NMR spectrum of compound 3 showed two doublet of doublets at 5.04 and 4.90 ppm which arise from the protons of the oxetane ring, while the proton of the tetrazole ring was not observable. In the 13 In the 1 H NMR spectrum, compound 6-Iso2 shows two doublet of doublets at 5.00 and 4.83 ppm arising from the protons of the oxetane ring. The proton of the hydroxy group was not observable in the spectrum.…”

“…In recent work by our group, we reported several energetic oxetanes, one of which came close to the high nitrogen content with 49.55 % (Figure 1). [13] …”

“…[8][9][10][11][12] In recent work by our group, we reported several energetic oxetanes, one of which came close to the high nitrogen content with 49.55 % (Figure 1). [13] A main strategy to obtain higher nitrogen content is the incorporation of azoles. Comparing different unsubstituted azoles, tetrazoles offer the best properties along the azole family.…”