ANÁLISE CONFORMACIONAL DO CIS E TRANS 2-HIDROXICICLOEXANOCARBOXILATO DE ETILA

Abstract

This work describes the conformational analysis of cis/trans ethyl-2 hydroxycyclohexanecarboxylate. For this, were analyzed data obtained by ab initio theoretical calculations, the nuclear magnetic resonance spectroscopy (coupling constants 3JHH) and infrared (carbonyl stretch). Were performed calculations for the isolated molecule and calculations with solvation routines to assess the conformational preference in different ways. With the aid of maps of electrostatic potential, was possible to observe the main negative centers where are located the reactive sites involved in organic synthesis. According to the calculations of NBO was analyzed how interactions affect the stability of each conformation. The compounds cis/trans ethyl-2-hydroxycyclohexanecarboxylate presented each, two preferred conformers, which were observed by both theoretical calculations and IR. The NMR spectroscopy was very useful because with the use of the same was possible to characterize the majority conformer of each equilibrium.