Collect. Czech. Chem. Commun. 1981, 46, 1913-1929

Conformational structure of ethylene glycol dibenzoate. Vibrational and NMR spectra

Bohdan Schneidera, Pavel Sedláčekb, Jan Štokra, Danica Doskočilováa and Jan Lövya

a Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, 162 06 Prague 6
b Chemopetrol, Silon, 391 11 Plana nad Luznici


It was found that three crystalline forms of ethylene glycol dibenzoate can be prepared. Infrared and Raman spectra of these three forms, as well as of the glassy and liquid states, were measured. From 3JHH coupling constants obtained by analysis of the 13C satellite band of the -CH2- group in 1H NMR spectra, and from the 3JCH coupling constants of the -CO.O.CH2- fragment obtained by analysis of the carbonyl band in 13C NMR spectra it was found that in the liquid state the -CH2-CH2- group exists predominantly in the gauche conformational structure, and the bonds C-O-C-C assume predominantly a trans orientation. The results of the analysis of NMR and vibrational spectra were used for the structural interpretation of conformationally sensitive bands in vibrational spectra of ethylene glycol dibenzoate.