Comparison between the cyano-group hydrogen bonding abilities, infrared frequencies, and intensities in some α-alkylthio-nitriles

Abstract

The formation of the complexes between phenol or p-chlorophenol and a large number of the unsubstituted and α-alkylthio-nitriles are studied by i.r. and n.m.r. spectroscopy and the equilibrium constants are correlated with the frequency shifts of proton donors. The vibrational frequencies and intensities of the CN bond are also measured and compared with the equilibrium constants. The existence of an interaction between the cyano-group and the α-sulphur atom is suggested.