E. Spinner
1986
Citations
0
Influential Citations
5
Citations
Journal
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
Abstract
Abstract Infrared and U.V. spectra are presented to show that 5-chloro-2-hydroxypyridine exists mainly in the pyridone form in solution in carbon tetrachloride, chloroform and cyclohexane, with extensive NH⋯OC intermolecular association at least in the former two solvents; in dioxane the pyridone and the pyridinol form are present in roughly equal amounts. As 2-pyridones are capable of forming centrosymmetric bimolecules of zero dipole moment, replacement of a highly polar solvent by a non-polar one does not necessarily displace the tautomeric equilibrium to predominance of the pyridinol tautomer, even though that has a much lower dipole moment than an individual 2-pyridone molecule. Some conclusions of S rivastava and P rasad 's are questioned.