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Abstract
Negative-ion mass spectra of compounds of the general type o-O2NC6H4(CHCH)nCOR (n= 1–3) show rearrangement peaks produced by novel cyclisation reactions occurring between the adjacent substituents. When n= 1. reactions proceed mainly through six- and seven-membered transition states, whereas for n= 2, six-centred states still predominate, but reactions also occur via five-membered transition states. Major fragment ions correspond to charged 1,2-dicarbonyl (n= 1), 2-ene-1,4-dicarbonyl (n= 2), and 2,4-diene-1,6-dicarbonyl (n= 3) systems. Rearrangement ions are not observed when the nitro-group is replaced by a carboxy-group.
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