Stereospezifische Fragmentierungen in den Massenspektren von Cyclohexandiaminen und Bis(aminomethyl)cyclohexanen. 33. Mitteilung über massenspektrometrische Untersuchungen , ,

Stereospecific Fragmentations in the Mass Spectra of Cyclohexanediamines and Bis(aminomethyl)cyclohexanes The mass spectral behaviour, especially loss of NH 3 , of the six isomeric cyclohexanediamines 1‐‐3 ( cis and trans each, Scheme 1 ) as well as of the six isomeric bis(aminomethyl)cyclohexanes 4‐‐6 ( cis and trans each, Scheme 6 ) has been investigated. The cis ‐ and trans ‐compounds of the 1,2‐isomers 1 and 4 show very similar spectra, because of the ease of ring cleavage at C(1)–‐C(2) and the similar geometrical relations in all ring conformations. The cis ‐ and trans ‐compounds of both the 1,3‐ and 1,4‐isomers 2, 3, 5 and 6 show striking differences in their mass spectra due to stereospecific elimination of NH 3 from the molecular ion.