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The basicities of a series of 2,3-disubstituted quinoxalines were determined by potentiometric titration in acetic anhydride. A decrease in basicity was observed for those compounds containing a fused, strained ring adjacent to the heteroatoms. Such an effect was consistent with previous interpretations based on orbital rehybridization. In conjunction with the present study, J (13C-H) values were determined for the benzylic protons of acenaphthene and pyracene.

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High resolution mass spectra of compounds 1—8 were investigated. For the quinolines (1–3) the absence of major peaks other than M+ and (M‐1)+ reflects the stability of those systems. The N‐oxides (4–6) all exhibit major peaks at M+, (M‐16)+, and (M‐17)+. In addition, 4 shows prominent fragmentations reflecting loss of hydrogen and carbon monoxide. The pathways are related to the geometries of the N‐oxides; deuterated compounds (7–8) aided these assignments.

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