H. Pongratz et al., ELECTRON-IMPACT INDUCED FRAGMENTATION OF AROMATIC N-ALKOXY-IMINES .1.RING-CLOSURE IN (M-CH2O)(-SUBSTITUTION(.) IONS BY INTRAMOLECULAR AROMATIC), Monatshefte fuer Chemie, 128(6-7), 1997, pp. 659-673
N-Butoxy- and N-propoxy-imines derived from o-, m-, and p-substituted
benzaldehydes (X = F, Cl, Br, I) decompose upon electron impact to the
respective aldoximes by loss of CnH2n and competitively via 1,5-disto
nic radical cations by loss of CH2O to 1,3-distonic ions which elimina
te H-. and/or a halogen atom in the course of homolytic aromatic subst
itution, giving rise to cyclic (M-CH2O-H-.)(+) or (M-CH2O-X-.)+ ions.