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Spectral (u.v.-vis,i.r.MS), electrochemical and metallochromic properties of 2-hydroxy-benzoylhydrazones of acetylpyridines
Institution:1. Miles Laboratories, S.A.E. Sevilla, Spain;1. University of Jeddah, College of Science, Department of Chemistry, Jeddah, Saudi Arabia;2. Chemistry Department, Faculty of Science, Tanta University, 31527 Tanta, Egypt;3. Biochemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia;4. Division of Biochemistry, Department of Chemistry, Faculty of Science, Tanta University, Tanta 31527, Egypt;5. Core Labs, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia;6. Smart-Health Initiative (SHI), Red Sea Research Center (RSRC), Biological and Environmental Science and Engineering (BESE) Division, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia;7. Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Abstract:The synthesis, electronic, infra-red and mass spectra of salicyloylhydrazones of 2-, 3-, and 4-acetylpyridine are reported. Ultraviolet absorption spectra have been applied to determine the dissociation constants which are ranged between 4.0–4.5 (pyridine nitrogen) and 6.2–6.3 (OH group). Infrared spectra show that strong intramolecular H-bonding exists in the solid compounds. Fragmentation of these compounds were found to undergo skeletal rearrangement in addition to either CON or NN simple bond cleavage; pyridine nitrogen position contributes in the paths leading to ions. These aroylhydrazones exhibit polarograms that show several reduction waves, the positions of which change with the pH value. Of the three compounds, 3-pyridyl derivative was the most difficult to reduce. The chelating properties of the compounds towards metal ions were investigated. The 2-acetylpyridine derivative results to be the most adequate ligand, as well as a good preconcentrating agent for metal ions.
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