Abstract
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.
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Gottardi, W. Dijodamin: Acylderivate. Monatshefte für Chemie 105, 611–620 (1974). https://doi.org/10.1007/BF00912612
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DOI: https://doi.org/10.1007/BF00912612