In organic chemistry, Eschenmoser's salt is the ionic, organic compound [(CH3)2NCH2]I. It is the iodide salt of the dimethylaminomethylene cation [(CH3)2NCH2]+.
Structure and bonding
Dimethylaminomethylene cation is described as a resonance hybrid of the carbocation and an iminium cation: : The atoms are coplanar. The cation is isoelectronic with isobutene. ==Preparation==
Preparation
Pyrolysis of iodomethyltrimethylammonium iodide affords the desired salt: : An alternative route starts with bis(dimethylamino)methane: : ==Related salts==
Related salts
Other salts of the dimethylaminomethylene cation: • Dimethyl(methylidene)ammonium trifluoroacetate. • Dimethyl(methylidene)ammonium chloride (''Böhme's salt'', after Horst Böhme) ==See also==