
%0 Journal Article
%A Batts, BD 
%A Spinner, E 
%T The vibrational spectra of 4-pyridone, and its 2,3,5,6-tetradeutero, N-deutero, N-methyl, N-cyano, and 3,5-dihalogeno derivatives. Mixing between C=C and C=O stretching vibrations
%J Australian Journal of Chemistry
%D 1969/12/01
%V 22
%N 12
%P 2581-2593
%K 
%R https://doi.org/10.1071/CH9692581
%U https://www.publish.csiro.au/paper/CH9692581 
%X The infrared spectra of the above compounds, and the Raman spectra of the parent compound and its 2,3,5,6-D4, 1-D, and 1-Me derivatives have been determined. The effects of electron-withdrawing substituents, N- methylation, and deuteration on the two intense infrared bands in the 1480-1650 cm-1 region are not compatible with one being a C=O and the other a C=C stretching band. These two vibrations must be extensively mixed; occasionally very pronounced medium effects, which are not straightforward, are observed for one or both of these bands. The spectra are not in accord with a mostly zwitterionic (N-protonated pyrid-4-oxide) structure (II) of 4-pyridone. Band assignments are made for the parent compound. 
