Synthesis and Characterization of 4-Dodecanedioylbis(1-phenyl-3-methyl-5-pyrazolone) as Ionophor in Determining Lu3+ by Ion Selective Electrode Technique

Abstract

Ion selective electrode (ISE) as an alternative potentiometric method is used widely in determining Lu3+. The success of this method depends on the ionophor used on the ISE. The compound of 4-dodecanedioylbis(1-phenyl-3-methyl-5-pyrazolone) or H2DdBP as pyrazolone derivatives will be used as ionophor on ISE-Lu3+. H2DdBP had been successfully synthesized by Jensen’s method. This method involved reaction of 1-phenyl-3-methyl-5-pyrazolone and dodecanedioyl chloride in basic condition. A compound was produced as a solid substance and was purified by recrystallization using chloroform-ethanol. High performance liquid chromatogram showed that the compound was pure. The compound was in keto form with melting point range of 150-152ºC. Infrared spectra showed vibration peaks (cm-1) were 3451 (br, OH), 1624 (s, C=O), 1589 (s, phenyl C=C), 1558 (s, pyrazolone ring). Chemical shifts (Hz) for 1H-NMR were 7.81–7.84, 7.43–7.46, 7.26–7.290 (m, 10H, Ph); 2.72–2.75 (t, 4H, (CH2)2); 2.47 (s, 6H, CH3); 1.71–1.76 (m, 4H, (CH2)2); 1.32 (m, 12H, (CH2)6). All of these properties showed the characteristics of H2DdBP. Nernst factor of ISE-Lu3+ for two repetitions were 10.40 mV/decade and 8.60 mV/decade which showed that ISE-Lu3+ had good response in determining Lu3+.