Protolytic and complexing properties of N-(2-hydroxyethyl)-iminodipropionic acid in aqueous solution

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

By the method of alkalimetric titration of aqueous solutions with pH-potentiometric indication at I = 0.1 mol/dm3 (KCl/KNO3) and t = 25 ± 1°C the acid dissociation constants of functional groups in the composition of a new reagent N-(2-hydroxyethyl)iminodipropionic acid pKa0 = 2.87 ± 0.02, pKa1 = 4.00 ± 0.02 and pKa2 = 9.25 ± 0.01. The complexation of the reagent with transition metal ions was studied. It is shown that N-functionalization of iminodipropionic acid by introduction of 2-hydroxyethyl substituent leads to a significant decrease in stability of complexes with copper(II) and nickel(II) ions, with cobalt(II), zinc(II) and cadmium(II) ions the stability of complexes does not significantly increase. Relatively high stability is characterized by complexes with silver(I) ions. Based on the obtained data, assumptions about the structure of the studied complexes were made.

Full Text

Restricted Access

About the authors

G. P. Zharkov

Ural Federal University, the first President of Russia B.N. Yeltsin; Ural Research Institute of Metrolgy, branch of the Federal State Unitary Enterprise “VNIIM named after. DI. Mendeleev”

Author for correspondence.
Email: gennady.zharkov@mail.ru
Russian Federation, st. Mira, 19, Yekaterinburg, 620002; st. Krasnoarmeyskaya, 4, Ekaterinburg, 620075

O. V. Filimonova

Ural Federal University, the first President of Russia B.N. Yeltsin

Email: gennady.zharkov@mail.ru
Russian Federation, st. Mira, 19, Yekaterinburg, 620002

Yu. S. Petrova

Ural Federal University, the first President of Russia B.N. Yeltsin

Email: gennady.zharkov@mail.ru
Russian Federation, st. Mira, 19, Yekaterinburg, 620002

A. V. Pestov

Ural Federal University, the first President of Russia B.N. Yeltsin; Institute of Organic Synthesis, Russian Academy of Sciences, AND I. Postovsky Ural Branch of the Russian Academy of Sciences

Email: gennady.zharkov@mail.ru
Russian Federation, st. Mira, 19, Yekaterinburg, 620002; st. Akademicheskaya, 20, Yekaterinburg, 620990

L. K. Neudachina

Ural Federal University, the first President of Russia B.N. Yeltsin

Email: gennady.zharkov@mail.ru
Russian Federation, st. Mira, 19, Yekaterinburg, 620002

References

  1. Kagoshima Y., Tokumitsu A., Masuda T. et al. // J. Antibiot. 2019. V. 72. № 12. P. 956.https://doi.org/10.1038/s41429-019-0235-3
  2. Shurpik D.N., Aleksandrova Yu.I., Stoikov I.I. // Russ. J. Gen. Chem. 2018. V. 88. № 12. P. 2518.https://doi.org/10.1134/S1070363218120101
  3. Kołodyńska D. // Environ. Sci. Pollut. Res. 2013. V. 20. № 9. P. 5939. https://doi.org/10.1007/s11356-013-1576-2
  4. Pinto I.S.S., Neto I.F.F., Soares H.M.V.M. // Environ. Sci. Pollut. Res. 2014. V. 21. № 20. P. 11893.https://doi.org/10.1007/s11356-014-2592-6
  5. Zharkov G.P., Filimonova O.V., Petrova Yu.S. et al. // Russ. Chem. Bull. 2022. V. 71. № 1. P. 152.https://doi.org/10.1007/s11172-022-3389-2
  6. Жарков Г.П., Буева Е.И., Филимонова О.В. и др. // Журн. неорган. химии. 2023. Т. 68. № 4. С. 537.https://doi.org/10.31857/S0044457X22601791
  7. Жарков Г.П., Филимонова О.В., Петрова Ю.С. и др. // Журн. неорган. химии. 2023. Т. 68. № 8. С. 1059.https://doi.org/10.31857/S0044457X22602218
  8. Molochnikov L.S., Pestov A.V., Slepukhin P.A. et al. // Russ. J. Gen. Chem. 2009. V. 79. № 6. P. 1133.https://doi.org/10.1134/S1070363209060176
  9. Pestov A.V., Slepukhin P.A., Yatluk Yu.G. // Russ. J. Coord. Chem. 2011. V. 37. № 8. P. 619.https://doi.org/10.1134/S1070328411070116
  10. Pestov A.V., Slepukhin P.A., Koryakova O.V. et al. // Russ. J. Coord. Chem. 2014. V. 40. № 4. P. 216.https://doi.org/10.1134/S107032841404006X
  11. Ul’yanova M.I., Baskakova S.A., Aksenova T.V. et al. // Russ. J. Coord. Chem. 2015. V. 41. № 4. P. 240.https://doi.org/10.1134/S1070328415040090
  12. Zemlyakova E.O., Pestov A.V., Slepukhin P.A. et al. // Russ. J. Coord. Chem. 2018. V. 44. № 11. P. 667.https://doi.org/10.1134/S107032841811009X
  13. Землякова Е.О., Хамидуллина Л.А., Пузырев И.С. и др. // Коорд. химия. 2023. Т. 49. № 7. С. 441.https://doi.org/10.31857/S0132344X2260045X
  14. Solov’ev V.P., Tsivadze A.Yu. // Prot. Met. Phys. Chem. Surf. 2015. V. 51. № 1. P. 1. https://doi.org/10.1134/S2070205115010153
  15. https://chemaxon.com/marvin (accessed July 28, 2023)
  16. Szegezdi J., Csizmadia F. // Prediction of dissociation constant using microconstants. 2004. https://docs.chemaxon.com/display/docs/attachments/attachments_1814016_1_Prediction_of_dissociation_constant_using_microconstants.pdf (accessed September 8, 2023).
  17. Szegezdi J., Csizmadia F. // A method for calculating the pKa values of small and large molecules. 2007. https://docs.chemaxon.com/display/docs/attachments/attachments_1814017_1_Calculating_pKa_values_of_small_and_large_molecules.pdf (accessed September 8, 2023).
  18. Sovago I., Kiss T., Gergely A. // Pure Appl. Chem. 1993. V. 65. № 5. P. 1029.https://doi.org/10.1351/pac199365051029
  19. Kotov A.V. // J. Anal. Chem. 1988. V. 43. № 5. P. 937.
  20. Chaberek S., Martell A.E. // J. Am. Chem. Soc. 1954. V. 76. № 1. P. 215.https://doi.org/10.1021/ja01630a055
  21. Бек М., Надьпал И. // Исследование комплексообразования новейшими методами. М.: Мир, 1989.
  22. Courtney R.C., Gustafson R.L., Chaberek S. et al. // J. Am. Chem. Soc. 1959. V. 81. № 3. P. 519.https://doi.org/10.1021/ja01512a004
  23. Chaberek S., Gustafson R.L., Courtney R.C. et al. // J. Am. Chem. Soc. 1959. V. 81. № 3. P. 515.https://doi.org/10.1021/ja01512a003
  24. Courtney R.C., Gustafson R.L., Chaberek S. et al. // J. Am. Chem. Soc. 1958. V. 80. № 9. P. 2121.https://doi.org/10.1021/ja01542a025
  25. Martell A.E., Chaberek S., Courtney R.C. et al. // J. Am. Chem. Soc. 1957. V. 79. № 12. P. 3036.https://doi.org/10.1021/ja01569a014
  26. Irving H., Williams R.J.P. // J. Chem. Soc. (Resumed). 1953. P. 3192.https://doi.org/10.1039/jr9530003192
  27. Chaberek S., Courtney R.C., Martell A.E. // J. Am. Chem. Soc. 1952. V. 74. № 20. P. 5057.https://doi.org/10.1021/ja01140a019
  28. Неудачина Л.К., Пестов А.В., Баранова Н.В. и др. // Аналитика и контроль. 2011. Т. 15. № 2. С. 238.
  29. Pestov A.V., Slepukhin P.A., Charushin V.N. // Russ. Chem. Rev. 2015. V. 84. № 3. P. 310.https://doi.org/10.1070/RCR4461
  30. Chaberek S., Martell A.E. // J. Am. Chem. Soc. 1952. V. 74. № 20. P. 5052. https://doi.org/10.1021/ja01140a018

Supplementary files

Supplementary Files
Action
1. JATS XML
Download
2. Scheme 1.

Download (123KB)
Indexing metadata
3. Scheme 2.

Download (68KB)
Indexing metadata

Copyright (c) 2025 Russian Academy of Sciences