Solvent effect on electronic absorption spectra of some N-aryl substituted dodekanamides

Abstract

A series of N-aryl substituted dodekanamides were synthesized using the reaction of fatty acid chloride (lauroylchloride) with p-substituted aromatic amines in the presence of triethylamine as an organic base and dioxane as a solvent. The structures of N-aryl substituted dodekanamides were determined by their melting temperature, IR and UV spectra. The ultraviolet absorption spectra of synthesized amides were recorded in seven polar solvents in the range from 200 nm to 400 nm. The effects of solvent polarity and of hydrogen bonding, on the absorption spectra, were interpreted by means of linear solvation energy relationships (LSER) using a general equation: ν = νo + sπ* + aα + bβ and by two-parameter models presented by the equation: ν = νo + sπ* + aα. The mode of influence of the solvent on the ultraviolet absorption spectra of the investigated dodekanamides are discussed on the basis of the correlation results.