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Some aspects of the mass spectra of triptycene and tri‐ and diphenylmethanes
Author(s) -
Meyerson Seymour
Publication year - 1970
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210030114
Subject(s) - triptycene , mass spectrum , chemistry , toluene , diphenylmethane , molecule , ring (chemistry) , stereochemistry , benzene , ion , crystallography , polymer chemistry , organic chemistry , catalysis
Abstract Mass spectra of isotope‐labeled triptycenes, triphenylmethanes and diphenylmethanes rule out the bulk of postulated decomposition mechanisms and fragment‐ion structures. The formation of [M H] + and [M 2H] 2+ from triptycene, of [M H] + , [M CH 3 ] + and [M CH 4 ] + from triphenylmethane, and of [M H] 2+ and [M 2H] 2+ ‐as well as the previously reported [M H] + and [M CH 3 ] + ‐from diphenylmethane all seem to be preceded or accompanied by complete loss of position identity of the α and ring hydrogens in the original molecules. A statistical preference for loss of α hydrogens is found in the process leading to [M 2H] + and [M H] 2+ from triptycene, as in the formation of [M H] 2+ from toluene.