1985 Volume 58 Issue 6 Pages 1767-1771
Intermolecular associations of the enantiomers of pantolactone in carbon tetrachloride solution have been studied by infrared and 1H-NMR spectroscopic methods. The spectroscopic data have been analyzed by the least squares method to obtain the association constants and thermodynamic parameters. It was found that pantolactone takes a cyclic dimer structure by dint of hydrogen bonding. The association constant for homochiral dimerization was obtained to be 8.9 mol−1 dm3 at 26°C and the enthalpy and entropy changes were −35 kJ mol−1 and −97 J K−1 mol−1, respectively. The association constant for heterochiral dimerization is just twice as large as that for homochiral dimerization, that is, no selective association exists between enantiomers.
This article cannot obtain the latest cited-by information.