HYDROGEN BONDING IN SOLUTIONS OF SUBSTITUTED ACETIC ACIDS

Publisher Website
Google Scholar
Abstract
The changes in chemical shift of the acid proton in some simple carboxylic acids on dilution in four solvents has been studied. The existence of chainlike hydrogen-bonded polymers in solution is suggested by the results. The association of the monomer molecules in dilute solution with donor centers in the solvent molecules is suggested from a study of the —O—H monomer stretching bond in the vapor and in two solvents. There is a difference in the behavior of acetic and trifluoroacetic acid in N-methyl and N,N-dimethyl formamide, which has been explained in terms of protonation of the amides in trifluoroacetic acid solutions.