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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Electron impact studies. XLVIII. Specific hydrogen-rearrangements in the mass spectra of ortho-alkoxyanils

JH Bowie and PJ Hoffmann

Australian Journal of Chemistry 22(6) 1219 - 1227
Published: 1969

Abstract

The mass spectra of anils with ortho-alkoxyl substituents in the aromatic ring derived from the aldehyde contain pronounced peaks prod- uced by C=N bond cleavage accompanied by one and/or two hydrogen transfers to the nitrogen-containing fragment. Deuterium-labelling studies show that the hydrogen atoms involved are those attached to the α-carbon (α to oxygen) of the alkoxyl group. The extent of the hydrogen rearrangements may be altered by the addition of further substituents to the aromatic rings.

https://doi.org/10.1071/CH9691219

© CSIRO 1969

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