In a mass spectrometer benzotrifurazan fragments mainly by C–C fission, the principal degraded ions being fragments containing C2. Benzotrifuroxan in contrast loses NO giving larger carbon fragments including C6+.
The radical-anion of benzotrifurazan is of the π-type with 6 equivalent nitrogens but that of benzotrifuroxan is of the σ-type in which spin due to only 2 equivalent nitrogens can be seen.
A. S. Bailey, C. J. W. Gutch, J. M. Peach and W. A. Waters, J. Chem. Soc. B, 1969, 681 DOI: 10.1039/J29690000681
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