Add time:08/19/2019         Source:sciencedirect.com

Despite the interactions of tetrabutylammonium fluoride and tetrabutylammonium acetate interacted with 1-(4-nitrophenyl)-3-((pyridin-4-yl)methyl)thiourea (L) show similar absorption at 479 nm, the color intensities are different. This helps to distinguish these two ions in independent solution by L. The reason for such difference is explored by various spectroscopic means and also by characterization of a side product. We find that the interactions of fluoride and acetate generates in similar anion from L which has extended conjugation. 1H NMR study shows that the interactions of fluoride above half molar ratio with respect L is invariant but in the case of acetate an 1:1 adduct of L with conjugate acid namely acetic acid is formed. During the course of complex formation orientation of nitro-phenyl group of L changes. The hydrogen bonded complex formation in case of acetate pushes the anion formation equilibrium backward to reduce the concentration of anionic species. Hence it shows lower intensity in comparison to fluoride, where the hydrofluoric acid formed is absorbed by silica or remains as hydrogen bonded assembly pushing the anion of L forming equilibrium forward. Acid liberated during fluoride interaction with L etches glass; corresponding hexafluorosilicate salt of L is isolated and characterized.

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