Dynamics of p-Menthan-3,9-diols. A Computational Study in Aqueous and Chloroform Solutions of Two Epimers

The conformational preferences of p-menthan-3,9-diols in both aqueous and chloroform solutions have been investigated by molecular dynamics simulations. The effects of changing the stereochemistry at the C3 atom on the dynamics of these compounds have been studied by considering the two epimers. The results reveal a strong dependence of conformation on both the stereochemistry and the environment. In some cases the formation of an intramolecular hydrogen bond stabilises unusual conformations for the cyclohexane ring.