Collect. Czech. Chem. Commun. 1989, 54, 691-698

Compounds of aziadamantane type: Mass spectrometric study

Sergei D. Isaeva, Nataliya F. Karpenkob, Aleksandr G. Yurchenkoa, Luděk Vodičkac, Valentin I. Kadentsevb and Pavel Zachařc

a Kiev Polytechnical Institute, 252 026 Kiev, U.S.S.R.
b N. D. Zelinsky Institute of Organic Chemistry, USSR Academy of Sciences, 117 913 Moscow, U.S.S.R.
c Laboratory of Synthetic Fuels, Prague Institute of Chemical Technology, 166 28 Prague 6, Czechoslovakia


Azi and hydrazi derivatives of adamantane,adamantanone and diamantane were studied by mass spectrometry. The EI spectra of azi derivatives lack completely molecular ions; the presence of abundant dehydroadamantane or dehydrodiamantane ions corresponds to elimination of nitrogen molecule from the molecular ion. Comparison of the EI ionization with photolysis or pyrolysis allowed to deduce some analogies and to suggest the mechanism of decomposition of the molecular ion.