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Ortho effects-I: Fragmentation mechanisms in some ortho-substituted nitroarenes (1970)

Benoit, F. ; Holmes, J. L.

Chichester : Wiley-Blackwell

Biological Mass Spectrometry 3 (1970), S. 993-1007

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ISSN: 0030-493X

Keywords: Chemistry ; Analytical Chemistry and Spectroscopy

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The mass spectra of o-nitrobenzoic acid, o-nitroanisole, o-nitrosobenzoic acid, o-nitrobenzamide, o-nitrobenzyl alcohol and o-nitrosobenzaldehyde have been studied. Fragmentation mechanisms are proposed for the above compounds; their elucidation was aided by isotopic labeling with D and O18. Two ‘ortho-effects’ are discussed; one involving H atom transfer between substituents and the other migration of an atom or group to a charge carrying vacant ortho position. The importance of nitro to nitrite conversion in molecular and fragment ions is discussed.

Additional Material: 7 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/oms.1210030803

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