Keywords
Aqueos-etanol solvent mixtures
Dissosiation/ionization constants
Potentialmetry
How to Cite
Abstract
The ligand di-2-pyridyl ketone benzoylhydrazone (DPKBH) is widely used for the determination of transition metal ions in environmental samples. Due to its low solubility in water it is used in aqueous-ethanol (1:1) solvent and for higher sensitivity the pH must be properly adjusted. The properties of DPKBH solutions must be known at different ethanol-water percentages in order to achieve higher sensitivity and/or selectivity for metal analysis. The acid-base behavior of this reagent in aqueous-ethanol solvent and the dissociation/ionization constants (pK1 and pK2) of DPKBH have been determined in different aqueous-ethanol solvent mixtures (10, 20, 30 and 50 % V/V of ethanol) from potentiometric titrations at 25.0 ± 0.1° C. As the amount of ethanol increases from 10 to 30% the pK1 and pK2 values increased, but they decreased in 50% of the organic solvent. The results are correlated with the medium composition and its effects.
References
AHMED, I.T., EL-ROUDI, O.M., BORAEI, A. A. A., IBRAHIM, S. A. Equilibrium studies of the ternary complex systems Mn+ + dipicolinic acid + N-(2-acetamide)iminodiacetic acid or amino acids J. Chem. Eng. Data (Washington), v.41, p.386-90, 1996. [ Links ]
ALBERT, A., SERJEANT, E.P. Ionization Constants of Acids and Bases. New York: John Willey & Sons Inc., 1962. p. 1-41. [ Links ]
Al-NURI, M.A., ABU-EID, M., ZATAR, N.A., KHALAF, S., HANNOUN, M. Spectrophotometric determination of cobalt in aqueous solution using di-2-pyridyl ketone derivates. Anal. Chim. Acta. (Amsterdam), v.259, p.175-9, 1992. [ Links ]
BATES, R.G. The modern meaning of pH. Crit. Rev. Anal. Chem. (Amsterdam), v.10, p.247-78, 1981. [ Links ]
BATES, R.G. Determination of pH, Theory and Practice, New York: John Wiley, 1964. 435p. [ Links ]
BATES, R.G., PAABO, M., ROBINSON, R.A. Interpretation of pH measurements in acohol-water solvents. J. Phys.Chem. (Washington), v.67, p.1833-8, 1963. [ Links ]
BENET, L.Z., GOYAN, J.E. Potentiometric determination of dissociation constants. J. Pharm. Sci., v.56, p.665-80, 1967. [ Links ]
BERTOTTI, M., TOKORO, R. Potentiometric studies of indium(III) azide complexes in aqueous medium. Talanta (Great Britain), v.36, p.424-6, 1989. [ Links ]
BROUTY-CABANE, F. Dosage du cuivre dans le sulfure de cadmium. Anal. Chim. Acta (Amsterdam), v.47, p.511-6, 1969. [ Links ]
BROWN, G., ROHLE, R.K. Spectrophotometric determination of copper in lead, tin, aluminum, zinc, and their alloys with biscyclohexanone oxalyldihydrazone. Anal. Chem.(Washington), v.38, p.911-3, 1966. [ Links ]
BUDESINSKY, B. Analytical determination of carbonyl group. Chem. Listy (Prague), v.54 p.916-46, 1960. [ Links ]
CAMERON, A.J., GIBSON, N.A. Metal-pyridine-2-aldehyde-2`-pyridylhydrazone complexes as visual acid-base indicators. Anal. Chim. Acta (Amsterdam), v.51, p.249-56,1970. [ Links ]
CAMERON, A.J., GIBSON, N.A. Metal-pyridine-2-aldehyde-2`-pyridylhydrazone complexes as visual acid-base indicators. Anal. Chim. Acta (Amsterdam), v.51, p.257-63, 1970. [ Links ]
CHATTOPADHYAY, A.K., LAHIRI, S. C. Studies on the solvatation of amino acids in ethanol and water mixtures. Eletrochim. Acta (Great Britain), v.27, p.269-72, 1982. [ Links ]
COETZEE, J.F. and RITCHIE, C.D. Solute-Solvent Interactions. New York: Editors Dekker, 1969. 653p. [ Links ]
EL-GYAR, S.A, HAMED, M.M.A., ABDALLA, E.M., MAHMOUD, M.R. Medium effects on the acid dissociation constants of some diimine heterocyclic bases. Monatshefte für Chemie (Austria), v.124, p.127-33, 1993. [ Links ]
EREL, Y., PEHKONEN, S.O., HOFFMANN, M. R. Redox chemistry of iron in fog stratus clouds. J. Geophys.Res. (California), v.98 (D10), p.18423-34, 1993. [ Links ]
GARCIA-VARGAS, M., BELIZÓN, M., HERNÁNDEZ-ARTIGA, M.P., MARTINEZ, C., PÉREZ-BUSTAMANTE, J.A. Ligands with the "ONNN" group as chelanting and preconcentrating substances of heavy metal ions: aroylhydrazone derivates from di-2- pyridyl ketone. Applied Spectroscopy(Washington), v. 40, p.1058-62, 1986. [ Links ]
GOING, J.E., PFLAUM, R.T. Spectrophotometric studies of complexes of 2-benzoylpyridine-2-pyridylhydrazone. Anal. Chem. (Washington), v.42, p.1098-100,1970. [ Links ]
GRASES, F., GARCIA-SANCHEZ, F., VARCARCEL, M. Fluorimetric determination of copper and mercury based on their catalytic effects on the autoxidation of 2,2`- dipyridylketone hydrazone. Anal. Chim. Acta (Amsterdam), v.119, p.359-65, 1980. [ Links ]
HARNED, H.S., OWEN, B.B. The Physical Chemistry of Eletrolytic Solutions New York: Reinhold Pub. Cap. 1943. p.118. [ Links ]
HAYWOOD, L.J.A., SUTCLIFFE, P. Determination of copper in steel. The Analyst (Cambridge), v.81, p.651-5, 1956. [ Links ]
HAZRA, D.K., LAHIRI, S.C. Studies on the dissociation constants of 2,2`-dypyridyl and its iron (II) complex in ethanol-water mixtures. J. Indian Chem. Soc. (India), v. 53, p. 787-92, 1976. [ Links ]
HEDWING, G.R., POWELL, H.K.J. Direct potentiometric measurement of hydrogen ion concentrations in sodium chloride solutions of fixed ionic strength. Anal. Chem.(Washington), v.43, p.1206-12, 1971. [ Links ]
KATYAL, M., DUTT, Y. Analytical aplications of hydrazones. Talanta (Great Britain), v.22, p.151-66, 1975. [ Links ]
KILIÇ, E., KOSEOGLE, F., BASGUT, O. Protonation constants of some pyridine derivates in ethanol-water mixtures. Anal. Chim. Acta (Amsterdam), v. 294, p.215-20, 1994. [ Links ]
KOUIMTZIS, T.H.A., APOSTOLOPOULOS, C., STAPHILAKIS, I. Spectrophotometric determination of cobalt in sea water and brines by solvent extraction with 2,2`- dipyridyl-2'-pyridylhidrazone Anal. Chim. Acta (Amsterdam), v.113, p.185-8, 1980. [ Links ]
LOPES, C.F.F., NEVES, E.A., SUÁREZ-IHA, M.E.V. Potentiometric study of acetate complexes of lanthanum (III). Analytical Letters (New York), v.27, p. 1749-61, 1994. [ Links ]
MIDDLETON, K.R. Colorimetric determination of copper in plants. The Analyst (Cambridge), v.90, p.234-40, 1965. [ Links ]
MOHAN, M, GUPTA, M.P., CHANDRA, L., JHA, N. K. Synthesis, characterization and antitumor properties of some metal (II) complexes of 2-pyridinecaborxaldehyde 2`- pyridylhydrazone and related compounds. Inorg. Chim. Acta (Switzerland), v.151, p.61-8, 1988. [ Links ]
MOLINA, M., ANGST, M., GARCIA, E.K., MELIOS C.V. Influence du solvent sur la stabilité des ions complexes-II; Interaction de l’argent (I) avec la pyridine en solutions d’éthanol-eau. J. Inorg. Nucl. Chem (Great Britain), v.34, p.3215-20, 1972. [ Links ]
MOLODYKH, Zh.V., BUZYKIN, B.I., BYSTRYKN, N.N., KITAEV, Yu.P. Anthelmintic activity of some hydrazones, phthalazones, and phthalazinylhydrazones in rice with nippostrongylus infestation. Khim. Farm. Zh (Moscow), v.11, p.37-40, 1978. [ Links ]
NAKANISHI, T., OTOMO, M. Extraction-spectrophotometric determination of paladium (II) with di-2-pyridyl ketone benzoylhydrazone. Anal. Sci. (Japan), v.1, p.161-3, 1985. [ Links ]
NAKANISHI, T., OTOMO, M. Solvent extraction and spectrophotometric determination of iron (II) with di-2-pyridyl ketone benzoylhydrazone. Microchemical J.(Florida), v.33, p.172-8, 1986. [ Links ]
NEVES, E.F.A., SILVA, T.V.: Accurate determination of the hydrogen ion in the presence of hydrolisable metal cations. In: IV SIMPÓSIO BRASILEIRO DE ELETROQUÍMICA E ELETROANALÍTICA, 1984, São Carlos. Anais... p.63-8. [ Links ]
NIAZI, M.S.K., MOLIN, J. Dissociation constants of some amino acid and pyridinecarboxylic acids in ethanol-H2O mixtures. Bull. Chem. Soc. Japan (Japan), v.60, p.2605-10, 1987. [ Links ]
PEHKONEN, S.O., EREL, Y., HOFFMANN, M.R. Simultaneous spectrophotometric measurement of Fe (II) and Fe (III) in atmospheric water. Environ. Sci.Technol (Washington),v.26, p.1731-6, 1992. [ Links ]
PETERSON, R.E., BOLLIER, M.E. Spectrophotometric determination of serum copper with biscyclohexanoneoxalyldihydrazone. Anal. Chem (Washington), v.27, p.1195-7, 1955. [ Links ]
ROSSI, M.V., SUÁREZ-IHA, M.E.V., HOFFMANN, M.R. Spectrophotometric determination of the stability constants of Co(II) and DPKBH (di-2-pyridyl ketone benzoylhydrazone). Spectroscopy Letters (New York), v. 28, p.1153-66, 1995. [ Links ]
SHEDLOVSKY, T. in "Eletrolytes" New York. Editors.: Pergamon Press, 1962 p. 146-51. [ Links ]
SHOHRE, R., RAMIN, R., HASHEM, S., MOJTABA, S., GHOLOMHOSSEIN, R. Spectrophotometric determination of acidity constants of some anthraquinone derivates in binary methanol-water mixtures. Microchemical J. (Florida), v.52, p.22-5, 1995. [ Links ]
SINH, R.B., JAIN, P. Hydrazones as analytical reagents: a review. Talanta (Great Britain), v.29, p. 77-84, 1982. [ Links ]
SOMERS, E., GARRAWAY, J.J. Modifications in the method of determining copper with bis-cyclo-hexanone oxalyldihydrazone. Chem. Ind. (London), v.30, p.395, 1957. [ Links ]
SUÁREZ-IHA, M.E.V., PEHKONEN, S.O., HOFFMANN, M.R. Stability, stoichiometry, and structure of Fe(II) and Fe(III) complexes with di-2-pyridyl ketone benzoylhydrazone. Environ. Sci.Technol (Washington ), v.28, p.2080-6, 1994. [ Links ]
TERENT’EV, V.A.; ANDREEVA, R.K. A spectrophotometric method for determining total carbonyl compounds by means of 2,4-dinitroohenylhydrazine. Zh. Anal. Khim. (Moscow), v.33, p.959-61, 1968. [ Links ]
TERRA, L.H.S.A., SUÁREZ-IHA, M.E.V. A new spectrophotometric method with di-2- pyridyl ketone benzoylhydrazone for determination of nickel (II). Spectroscopy Letters (New York), v.30, p.625-39, 1997. [ Links ]
TERRA, L.H.S.A., AREIAS, M.C.C., GAUBEUR, I., SUÁREZ-IHA, M.E.V. Solvent extraction-spectrophotometric determination of nickel(II) in natural waters using di-2-pyridyl ketone benzoylhydrazone. Spectroscopy Letters (New York), v.32, p.257-71, 1999. [ Links ]
YASUDA, M. Dissociation constants of some carboxylic acids in mixed aqueous solvents. Bull. Chem. Soc. Japan (Japan), v.32, p. 429-32, 1959. [ Links ]
ZATAR, N.A., MOHMMED, F.M., AL-NURI, A., ABU-EID, M., HANNOUN, M., ABU-ZUHRI, A. Z, KHALAF, S., KRAMIS, M. Spectrophotometric determination of cobalt with di-2-pyridyl ketone benzoylhydrazone. Spectroscopy Letters (New York), v.24, p.1145-52, 1991. [ Links ]
ZATAR, N.A., ABU-ZUHRI, A. Z., AL-NURI, M.A., MAHMOUD, F.M., ABU-OBAID, A.A. Simultaneous spectrophotometric determination of iron (II) and iron (III) in mixture using di-2-pyridyl ketone benzoylhydrazone. Spectroscopy Letters (New York), v.22, p.1203-14, 1989. [ Links ]
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