Effect of solvents and compensators on the equilibrium constants of the tautomeric imines derived from 2-hydroxy-1-naphthaldehyde

Abstract

The study is concerned with the influence of non polar solvents as DCE and DCM
and polar solvents as ethanol and acetone on tautomerism reaction process of type
enol keto in eight different imines structures prepared by the reactions of 2-
hydroxy-1-napthyl aldehyde with an appropriate primary amines. Three different
empirical parameters for solvent polarity are used as ET
N , μ10
-30
cm and ET(30)
Kcal/mole -1 , beside their influence on tautomerism process in imines under study.
Finally , the study comes to a conclusion that the equilibrium constant value of
tautomerism reaction is largely depend on the structure or type of substituent of
imines and the type pf solvent used through out the study. The last is supported by
the appearance of a very good linear plot from Hammett equation when applied to
imines and discussed.