Experimental Study of Tautomeric Equilibria of 2-Cyanobenzoic Acids in Gas, Solution and Solid Phase

Abstract

Abstrac t : 2-cyanobenzoic acids are very important compounds in several sciences, and it is because of this that studying their tautomeric equilibria is of great interest. Ring-chain tautomeric equilibria of 2-, 3-and 4-cyanobenzoic, 3benzyl-2-cyanobenzoic and 1-cyano-2-naphthoic acids were studied in gas phase by means of mass spectrometry (MS). Furthermore, evidences of ring-chain tautomerism of 2-cyanobenzoic acid were found in solution using 1 H and 13 C nuclear magnetic resonance and in solid phase by infrared spectroscopy.

2-Cyanobenzoic Acids: Tautomeric Equilibria Study

“…There are major differences in the relative intensities (,10 %) between these data and the present work. [34] Considering these differences, the measurements were repeated in triplicate and the experimental techniques (injection volume, concentration, temperature, and solvent) were improved. The values reported in the present work are the result of the average of the three measurements.…”