Monatshefte fur Chemie p. 611 - 620 (1974)
Update date:2022-09-26
Topics:
Gottardi
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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Doi:10.1002/hlca.19750580228
(1975)Doi:10.1021/jo01226a007
(1937)Doi:10.1021/ja00825a030
(1974)Doi:10.1016/S0022-328X(00)83769-9
(1974)Doi:10.1016/j.bmcl.2020.127389
(2020)Doi:10.1016/j.tet.2017.06.022
(2017)
