54376-32-8Relevant articles and documents
Gasphase Reactions, 60. - Methanimines RR'C=NR'': Preparation and Photoelectron Spectra
Bock, Hans,Dammel, Ralph
, p. 1961 - 1970 (2007/10/02)
Methanimines RR'C=NR'' (R, R', R'' = H, CH3) are prepared by pyrolysis of alkyl azides, or by consecutive chlorination of gaseous alkylamines at solid N-chlorosuccinimide and dehydrochlorination of the resulting N-chloroamines by passage over potassium tert-butylate in flow reactors; the reaction conditions are advantageously optimized applying PE spectroscopic realtime analysis.Their ionization patterns are assigned based on geometry-optimized MNDO calculations, radical cation state comparison, and the vibrational fine structures of individual bands.Despite their tendency to polymerize, the compounds may be condensed as monomers at low temperature and characterized by NMR.Reevaporated methanimine decomposes into H2 and HCN only above 1300 K, i.e. relative to its formation as "chemically activated" product in the methyl azide pyrolysis at a temperature higher by over 500 K.The chlorination of cyclopropylamine followed by dehydrochlorination yields a reaction mixture containing large amounts of hitherto unknown cyclopropanimine (H2C)2C=NH.