The Impact of Solvent Polarity on the Stability, Electronic Properties, and 1H NMR Chemical Shift of the Conformers of 2-Chloro-3-Methylcyclohexan-1-One Oxime: a Conceptual DFT Approach

Abstract

In this article, the stability of the conformers of 2-chloro-3-methylcyclohexan-1-one oxime was investigated at the wB97XD/6-311G(d,p) level of theory. Using the self-consistent reaction field theory (SCRF) based on the Polarizable Continuum Model (PCM), the solvent impacts were examined. Solvent influence on the total energy, relative energy, dipole moment, the energies of frontier orbitals, and proton chemical shift of these molecules were investigated. The associations between these parameters and solvent polarity functions including both the dielectric constant (e) and refractive index (nD) of the liquid medium were found. Moreover, NBO analysis was used to illustrate the hyperconjugative anomeric effect on the conformers.