Structural characterization of vanillin derivatives with long alkyl chain and investigation of their electrochemical and thermal properties

This manuscript describes the synthesis, characterization and thermal properties of the two vanillin derivatives containing a long alkyl chain. Two vanillin derivatives 4-(heptyloxy)-3-methoxybenzaldehyde (L-1) and 4-(decyloxy)-3-methoxybenzaldehyde (L-2) were obtained from the reaction of the vanillin with 1-bromoheptane or 1-bromodecane in DMF reaction media, respectively. The vanillin derivatives L-1 and L-2 have been characterized by the H-1-C-13 NMR, FTIR and mass spectral techniques. Single crystals suitable for X-ray diffraction studies were grown by recrystallization of a chloroform solutions of the compounds. There are phenyl-phenyl stacking (edge to edge) interactions within the structures. Thermal analysis data (DSC) revealed that compounds do not show any liquid crystalline character. The electrochemical behaviours of the organic compounds L-1 and L-2 were investigated and all redox processes in the 100-1000 mV/s scan rates are irreversible. (C) 2019 Elsevier B.V. All rights reserved.