Synthesis and characterization of ¹³C isotopically labeled ¹³C₂-FOX-7 (1,1-diamino-2,2-dinitroethylene)

Abstract. In order to investigate the kinetic isotope effect of 13C-labeled compounds on their properties, 13C-isotopically labeled 1,1-diamino-2,2-dinitroethylene (FOX-7) was synthesized and studied. Since the regular synthetic route to FOX-7 starts from 4,6-dihydroxyl-2-methyl-pyrimidine, which is not commercially available in labeled form, a different synthetic route had to be found. The synthesis was designed to start from 1,2-13C-labeled acetonitrile and lead to the known FOX-7 precursor 4,6-dihydroxyl-2-methyl-pyrimidine via a two-step process. The properties of the double 13C-labeled FOX-7 were investigated and compared with the deuterated and unlabeled version of the compound.