NMR 13C spectra of the 1,1,3-trimethyl-3-(4-methylphenyl)butyl hydroperoxide in various solvents: Molecular modeling

Abstract

GIAO-calculated NMR 13C chemical shifts as obtained at various computational levels are reported for the 1,1,3-trimethyl-3-(4-methylphenyl) butyl hydroperoxide. The data are compared with experimental solution data in chloroform-d, acetonitrile-d3, and DMSO-d6, focusing on the agreement with spectral patterns and spectral trends. Calculation of magnetic shielding tensors and chemical shifts for 13C nuclei of the 1,1,3-trimethyl-3-(4-methylphenyl) butyl hydroperoxide molecule in the approximation of an isolated particle and considering the solvent influence in the framework of the continuum polarization model (PCM) was carried out. Comparative analysis of experimental and computer NMR spectroscopy results revealed that the GIAO method with MP2/6-31G(d, p) level of theory and the PCM approach can be used to estimate the NMR 13C chemical shifts of the 1,1,3-trimethyl-3-(4-methylphenyl) butyl hydroperoxide.