Dijodamin: Acylderivate

By reaction of N,N-dibromocarboxamides with iodine the following N,N-diiodocarboxamides were prepared for the first time: HCONI₂, CH₃CONI₂, CH₃CH₂CONI₂, ClCH₂CONI₂, and C₆H₅CONI₂. The intensely coloured compounds are unexpectedly thermally stable in the solide state. They are, however, very unstable in solution. N,N-Diiodobenzamide is shown to decompose by thermal dissociation to iodine and benzoyl nitrene.On the grounds of their low solubility, high thermal stability and spectroscopic studies, a polymeric structure is proposed for the cristalline compounds. The new compound type is compared with the known N,N-dibromo- and N-monoiodo-carboxamides, and with N,N-diiodoamines.