摘要:
The nitration of tetraiodoethylene gave 1,1-diiododinitroethylene (1). X-ray crystallography showed that one of the two nitro groups is perpendicular to the ethylene plane. Simple amines (dimethylamine, propylamine, aniline) reacted with 1 to give 1,1-diamino-2,2-dinitroethylene derivatives; diamines (o-phenylenediamine, ethylenediamine, 1,3-diaminopropane, 1,4-diaminobutane) gave the corresponding cyclic products, and a tetramine [(tetrakis(aminomethyl)methane] gave the analogous spiro derivative. Ammonia gave only ammonium cyanodinitromethide, whereas phenol gave 1,1-dinitro-2,2,2-triphenoxyethane. The reaction of 1 with potassium nitrite gave the dipotassium salt of tetranitroethane. X-ray crystallography of the 1,1-diamino-2,2-dinitroethylenes showed twisted olefins, some with twist angles greater than any previously reported for twisted ethylenes, with concomitant bond-distance distortions.