Spectroscopic (vibrational, NMR and UV–vis.) and quantum chemical investigations on 4-hexyloxy-3-methoxybenzaldehyde

•The molecule is a synthetic analog with a long aliphatic side of vanillin.•The molecule as one of the derivatives of vanillin possess flavor and interesting biological properties.•The molecule is investigated by using spectroscopic and quantum chemical methods.

In this study, the 4-hexyloxy-3-methoxybenzaldehyde compound as one of the derivatives of vanillin which is a well known flavoring agent, C14H20O3, has been investigated by experimentally and extensively utilizing density functional theory (DFT) at the B3LYP/6-311++G(d,p) level. In this context, the optimized geometry, vibrational frequencies, 1H and 13C NMR chemical shifts, UV–vis. (in gas phase and in methanol solvent) spectra, HOMO–LUMO analysis, molecular electrostatic potential (MEP), thermodynamic parameters and atomic charges of 4-hexyloxy-3-methoxybenzaldehyde have been calculated. In addition, theoretically predicted IR, Raman and UV–vis. (in gas phase and in methanol solvent) spectra of the mentioned molecule have been constructed. The results calculated were compared with the experimental data.

Graphical abstractOne of the alkoxy derivatives of vanillin, the 4-hexyloxy-3-methoxybenzaldehyde, has been investigated by using spectroscopic and quantum chemical methods.Figure optionsDownload full-size imageDownload as PowerPoint slide