Studies in mass spectrometry. Part VIII. peri- and ortho-Effects in the mass spectra of some aromatic nitro-compounds
- 1 January 1966
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 396-400
- https://doi.org/10.1039/j29660000396
Abstract
The mass spectra of a number of aromatic nitro-compounds in which peri- and ortho-effects have an opportunity to operate have been determined. Interpretation of the spectra has been aided by extensive exact mass measurements and deuterium labelling. 1-Nitronaphthalene eliminates carbon monoxide from its molecular ion. o-Nitrobenzoic acid decarboxylates very readily upon electron impact, whereas the m- and p-isomers do not. The loss of a substituent from a position ortho to a nitro-group, with hydrogen rearrangement, yields C6H5NO2 + ions whose structures vary with the nature of the departing substituent.Keywords
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