Computational studies of 4-nitrophenyl- and 2-benzothiazolyl-substituted formazans and tetrazolium salts

Heterocyclic Nitrilimines and Their Use in the Synthesis of Complex High-Nitrogen Materials

“…Compound 6a and anion 6 are unique in that their high-nitrogen systems are unprecedented in energetic materials. While 2,3-disubstituted tetrazoles are well-known, − no 2,3-disubstituted tetrazole has ever been studied as an energetic material. We found 6a to react with sodium azide in aqueous solution to generate {2,3-di­(5-nitro-1,2,4-triazole-3-ide)-5-azidotetrazolium}­ate anion ( 9 ).…”

New directions for tetrazolium - gellan gum gel dosimeters

“…More recently, we tested a series of tetrazolium salts containing strong chromophores [4]; however, as research in chemical dosimeters shows, hundreds of related compounds may need to be tested before the most favorable radiochromic chemistry is found [5]. With that in mind, we performed quantum chemical modelling of a series of candidate compounds [6], which revealed that changes at the group bound to the carbon atom of the tetrazolium ring have minimal effect on the electrostatic potential (and therefore, sensitivity) of the tetrazolium salt, but may either facilitate or hinder its synthesis and can shift the spectrum of the resulting formazan. Electron-donating groups, such as 4-methoxyphenyl, may be particularly useful, as they would allow for easy synthesis and a bathochromic spectral shift in absorbance (to higher wavelengths).…”