Analysis of Fast and Slow Acid Dissociation Equilibria of 3′,3″,5′,5″-Tetrabromophenolphthalein and Determination of Its Equilibrium Constants by Capillary Zone Electrophoresis
Acid dissociation constants of 3′,3″,5′,5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an ionic strength of 0.01 mol/L. Two steps of the fast acid-dissociation equilibria including precipitable species of H2TBPP were analyzed at a weak...
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| Published in | Analytical Sciences Vol. 29; no. 11; pp. 1067 - 1073 |
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| Main Author | |
| Format | Journal Article |
| Language | English |
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Singapore
The Japan Society for Analytical Chemistry
2013
Springer Nature Singapore Nature Publishing Group |
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| Abstract | Acid dissociation constants of 3′,3″,5′,5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an ionic strength of 0.01 mol/L. Two steps of the fast acid-dissociation equilibria including precipitable species of H2TBPP were analyzed at a weakly acidic pH region by using the change in effective electrophoretic mobility of TBPP with the pH of the separation buffer. On the other hand, an acid-dissociation reaction of TBPP at an alkaline pH region was reversible, but very slow to reach its equilibrium; the two TBPP species concerned with the equilibrium were detected as distinct signals in the electropherograms. After reaching its equilibrium, the acid-dissociation constant was determined with the signal height corresponding to its dianion form. Thus, three steps of the acid dissociation constants of TBPP were determined in an aqueous solution as pKa1 = 5.29 ± 0.06, pKa2 = 6.35 ± 0.02, and pKa3 = 11.03 ± 0.04. |
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| AbstractList | Acid dissociation constants of 3',3″,5',5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an ionic strength of 0.01 mol/L. Two steps of the fast acid-dissociation equilibria including precipitable species of H2TBPP were analyzed at a weakly acidic pH region by using the change in effective electrophoretic mobility of TBPP with the pH of the separation buffer. On the other hand, an acid-dissociation reaction of TBPP at an alkaline pH region was reversible, but very slow to reach its equilibrium; the two TBPP species concerned with the equilibrium were detected as distinct signals in the electropherograms. After reaching its equilibrium, the acid-dissociation constant was determined with the signal height corresponding to its dianion form. Thus, three steps of the acid dissociation constants of TBPP were determined in an aqueous solution as pKa1 = 5.29 ± 0.06, pKa2 = 6.35 ± 0.02, and pKa3 = 11.03 ± 0.04. Acid dissociation constants of 3',3″,5',5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an ionic strength of 0.01 mol/L. Two steps of the fast acid-dissociation equilibria including precipitable species of H2TBPP were analyzed at a weakly acidic pH region by using the change in effective electrophoretic mobility of TBPP with the pH of the separation buffer. On the other hand, an acid-dissociation reaction of TBPP at an alkaline pH region was reversible, but very slow to reach its equilibrium; the two TBPP species concerned with the equilibrium were detected as distinct signals in the electropherograms. After reaching its equilibrium, the acid-dissociation constant was determined with the signal height corresponding to its dianion form. Thus, three steps of the acid dissociation constants of TBPP were determined in an aqueous solution as pKa1 = 5.29 ± 0.06, pKa2 = 6.35 ± 0.02, and pKa3 = 11.03 ± 0.04.Acid dissociation constants of 3',3″,5',5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an ionic strength of 0.01 mol/L. Two steps of the fast acid-dissociation equilibria including precipitable species of H2TBPP were analyzed at a weakly acidic pH region by using the change in effective electrophoretic mobility of TBPP with the pH of the separation buffer. On the other hand, an acid-dissociation reaction of TBPP at an alkaline pH region was reversible, but very slow to reach its equilibrium; the two TBPP species concerned with the equilibrium were detected as distinct signals in the electropherograms. After reaching its equilibrium, the acid-dissociation constant was determined with the signal height corresponding to its dianion form. Thus, three steps of the acid dissociation constants of TBPP were determined in an aqueous solution as pKa1 = 5.29 ± 0.06, pKa2 = 6.35 ± 0.02, and pKa3 = 11.03 ± 0.04. Acid dissociation constants of 3′,3″,5′,5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an ionic strength of 0.01 mol/L. Two steps of the fast acid-dissociation equilibria including precipitable species of H 2 TBPP were analyzed at a weakly acidic pH region by using the change in effective electrophoretic mobility of TBPP with the pH of the separation buffer. On the other hand, an acid-dissociation reaction of TBPP at an alkaline pH region was reversible, but very slow to reach its equilibrium; the two TBPP species concerned with the equilibrium were detected as distinct signals in the electropherograms. After reaching its equilibrium, the acid-dissociation constant was determined with the signal height corresponding to its dianion form. Thus, three steps of the acid dissociation constants of TBPP were determined in an aqueous solution as p K a1 = 5.29 ± 0.06, p K a2 = 6.35 ± 0.02, and p K a3 = 11.03 ± 0.04. |
| Author | TAKAYANAGI, Toshio |
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| References_xml | – reference: 3. T. Takayanagi and S. Motomizu, Chem. Lett., 2001, 14. – reference: 7. Z. Tamura, Bunseki, 2005, 557. – reference: 11. S. N. Krylov, Electrophoresis, 2007, 28, 69. – reference: 9. M. Berezovski and S. N. Krylov, J. Am. Chem. Soc., 2002, 124, 13674. – reference: 4. T. Takayanagi, A, Tabara, and T. Kaneta, Anal. Sci., 2013, 29, 547. – reference: 2. P. Janoš, J. Chromatogr., A, 2004, 1037, 15. – reference: 5. E. Örnskov, A. Linusson, and S. Folestad, J. Pharm. Biomed. Anal., 2003, 33, 379. – reference: 10. S. N. Krylov and M. Berezovski, Analyst, 2003, 128, 571. – reference: 6. Z. Tamura, R. Terada, K. Ohno, and M. Maeda, Anal. Sci., 1999, 15, 339. – reference: 1. S. K. Poole, S. Patel, K. Dehring, H. Workman, and C. F. Poole, J. Chromatogr., A, 2004, 1037, 445. – reference: 8. The R Project for Statistical Computing, http://www.r-project.org/. – reference: T. Takayanagi and S. Motomizu, Chem. Lett., 2001, 14. – reference: BerezovskiMKrylovSNJ. Am. Chem. Soc.2002124136741:CAS:528:DC%2BD38XotFKktro%3D10.1021/ja028212e12431087 – reference: TakayanagiTTabaraAKanetaTAnal. Sci.2013295471:CAS:528:DC%2BC3sXoslygtbs%3D10.2116/analsci.29.54723665628 – reference: KrylovSNBerezovskiMAnalyst20031285711:CAS:528:DC%2BD3sXktlOjsbY%3D10.1039/B212913B12866869 – reference: KrylovSNElectrophoresis200728691:CAS:528:DC%2BD2sXhs1OrtLs%3D10.1002/elps.20060057717245689 – reference: Z. Tamura, Bunseki, 2005, 557. – reference: The R Project for Statistical Computing, http://www.r-project.org/. – reference: TamuraZTeradaROhnoKMaedaMAnal. Sci.1999153391:CAS:528:DyaK1MXisVSntL8%3D10.2116/analsci.15.339 – reference: JanošPJ. Chromatogr., A200410371510.1016/j.chroma.2003.11.10115214658 – reference: PooleSKPatelSDehringKWorkmanHPooleCFJ. Chromatogr., A200410374451:CAS:528:DC%2BD2cXjvVelsL4%3D10.1016/j.chroma.2004.02.08715214681 – reference: ÖrnskovELinussonAFolestadSJ. Pharm. Biomed. Anal.20033337910.1016/S0731-7085(03)00238-314550857 – ident: 2911009_CR3 doi: 10.1246/cl.2001.14 – volume: 33 start-page: 379 year: 2003 ident: 2911009_CR5 publication-title: J. Pharm. Biomed. Anal. doi: 10.1016/S0731-7085(03)00238-3 – volume: 1037 start-page: 15 year: 2004 ident: 2911009_CR2 publication-title: J. Chromatogr., A doi: 10.1016/j.chroma.2003.11.101 – ident: 2911009_CR7 – volume: 1037 start-page: 445 year: 2004 ident: 2911009_CR1 publication-title: J. Chromatogr., A doi: 10.1016/j.chroma.2004.02.087 – ident: 2911009_CR8 – volume: 124 start-page: 13674 year: 2002 ident: 2911009_CR9 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja028212e – volume: 29 start-page: 547 year: 2013 ident: 2911009_CR4 publication-title: Anal. Sci. doi: 10.2116/analsci.29.547 – volume: 28 start-page: 69 year: 2007 ident: 2911009_CR11 publication-title: Electrophoresis doi: 10.1002/elps.200600577 – volume: 15 start-page: 339 year: 1999 ident: 2911009_CR6 publication-title: Anal. Sci. doi: 10.2116/analsci.15.339 – volume: 128 start-page: 571 year: 2003 ident: 2911009_CR10 publication-title: Analyst doi: 10.1039/B212913B |
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| Snippet | Acid dissociation constants of 3′,3″,5′,5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an... Acid dissociation constants of 3',3″,5',5″-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an... Acid dissociation constants of 3',3",5',5"-tetrabrompohenolphthalein (TBPP) were determined in an aqueous solution by capillary zone electrophoresis at an... |
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| SubjectTerms | 3′,3″,5′,5″-Tetrabromophenolphthalein acid-dissociation constant Analytical Chemistry Capillary zone capillary zone electrophoresis Chemistry Electrophoresis less-soluble substance slow equilibrium |
| Title | Analysis of Fast and Slow Acid Dissociation Equilibria of 3′,3″,5′,5″-Tetrabromophenolphthalein and Determination of Its Equilibrium Constants by Capillary Zone Electrophoresis |
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