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Vibrational Circular Dichroism study of chiral food additives: γ-valero- and γ-caprolactone
M Sánchez Valera1, R Casas Jaraíces1, M Montejo1
1Department of Physical and Analytical Chemistry, Experimental Sciences Faculty, University of Jaen, E-23071 Jaén, Spain.
Abstract:
γ-valerolactone and γ-caprolactone are commonly used as flavor additives in the food industry. In the present work we fully explore the molecular structure and conformational distribution of enantiopure γ-valerolactone and γ-caprolactone in solution state by using Vibrational Circular Dichroism (VCD) spectroscopy assisted by quantum chemical calculations. In order to establish the most accurate DFT method for this type of samples a set of methods and basis sets have been implemented and their performances have been compared. Subsequently, we have performed a complete vibrational assignment, which allowed to detect certain key vibrational features related to specific solution-state conformational speciation. In spite of the rigidity of the samples being studied, our results point to the incidence of conformational mixture in CCl4 solution in both samples.
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