Study of hydrogen-bonded complexes in aqueous solutions of acetylacetone using vibrational spectroscopy and ab initio calculations

Capa

Citar

Texto integral

Acesso aberto Acesso aberto
Acesso é fechado Acesso está concedido
Acesso é fechado Somente assinantes

Resumo

The Raman scattering and FT-IR absorption spectra of pure acetylacetone and its aqueous solutions at room temperature and atmospheric pressure were studied. The results of experiments and calculations show that with a decrease in the amount of acetylacetone in the solution, a red shift of the C=O stretching vibration band and a blue shift of the C-H stretching vibration band are observed. A potential energy distribution analysis was carried out for the monomeric molecule of the keto form of acetylacetone. The calculated and observed vibration frequencies are in good agreement. Calculations show that acetylacetone forms molecular clusters with water molecules in the form of C=O…H and C-H…O hydrogen bonds, which leads to a change in the shape of the spectral bands.

Texto integral

Acesso é fechado

Sobre autores

A. Jumabaev

Samarkand State University

Autor responsável pela correspondência
Email: jumabaev2@rambler.ru

Department of Optics and Spectroscopy

Uzbequistão, Samarkand, 140104

H. Hushvaktov

Samarkand State University

Email: jumabaev2@rambler.ru

Department of Optics and Spectroscopy

Uzbequistão, Samarkand, 140104

A. Absanov

Samarkand State University

Email: jumabaev2@rambler.ru

Department of Optics and Spectroscopy

Uzbequistão, Samarkand, 140104

B. Khudaykulov

Samarkand State University

Email: jumabaev2@rambler.ru

Department of Optics and Spectroscopy

Uzbequistão, Samarkand, 140104

U. Holikulov

Samarkand State University

Email: jumabaev2@rambler.ru

Department of Optics and Spectroscopy

Uzbequistão, Samarkand, 140104

A. Norkulov

Samarkand State University

Email: jumabaev2@rambler.ru

Department of Optics and Spectroscopy

Uzbequistão, Samarkand, 140104

Bibliografia

  1. Jumabaev A., Khudaykulov B., Doroshenko I. et al. // Vibrat. Spectrosc. 2022. V. 122. P. 1.
  2. Hushvaktov H., Khudaykulov B., Jumabaev A. et al. // Mol. Cryst. Liq. 2022. V. 749. P. 124.
  3. Laptinskiy K.A., Khmeleva M.Yu., Sarmanova O.E. et al. // Bull. Russ. Acad. Sci. Phys. 2023. V. 87. Suppl. 1. P. S8.
  4. Горяйнов С.В., Крылов А.С., Лихачева А.Ю. и др. // Изв. РАН. Сер. физ. 2021. Т. 85. № 9. С. 1253; Goryainov S.V., Krylov A.S., Likhacheva A.Y. et al. // Bull. Russ. Acad. Sci. Phys. 2021. V. 85. No. 9. P. 962.
  5. Hushvaktov H., Jumabaev A., Doroshenko I. et al. // Vibrat. Spectrosc. 2021. V. 117. Art. No. 103315.
  6. Khodiev M., Holikulov U. // J. Mol. Liq. 2023. V. 382. P. 121960.
  7. Jumabaev A., Holikulov U., Hushvaktov H. et al. // Ukr. J. Phys. 2022. V. 67. P. 602.
  8. Компанеец В.В., Каримуллин К.Р., Васильева И.А., Наумов А.В. // Изв. РАН. Сер. физ. 2020. Т. 84. № 3. С. 351; Kompaneets V.V., Karimullin K.R., Vasilieva I.A., Naumov A.V. // Bull. Russ. Acad. Sci. Phys. 2020. V. 84. No. 3. P. 272.
  9. Howard D., Kjaergaard H., Huang J. et al. // J. Phys. Chem. A. 2015. V. 119. P. 7980.
  10. Trivella A., Wassermann T.N., Mestdagh J.M. et al. // Phys. Chem. Chem. Phys. 2010. V. 12. P. 8300.
  11. Dannenberg J., Rios R. // J. Phys. Chem. 1994. V. 98. P. 6714.
  12. Caminati W., Grabow J. // J. Amer. Chem. Soc. 2006. V. 128. No. 3. P. 854.
  13. Belova N., Oberhammer H., Trang N. et al. // J. Organ. Chem. 2014. V. 79. P. 5412.
  14. Yang Z., Zhu J., Wu B. et al. // J. Chem. Eng. Data 2010. V. 55. P. 1527.
  15. Sandusky P. et al. // J. Chem. Educ. 2014. V. 91. P. 739.
  16. Tayyari S.F., Milani-nejad F. et al. // Acta A. Mol. Biomol. Spectrosc. 2000. V. 56. P. 2679.
  17. Xie B., Cui G., Fang W.H. et al. // J. Chem. Theory Comput. 2017. V. 13. No. 6. P. 2717.
  18. Boese R., Antipin M., Blaser D. et al. // J. Phys. Chem. 1998. V. 102. P. 8654.
  19. Cleland W.W., Kreevoy M.M. // Science. 1994. V. 264. P. 1887.
  20. Warshel A., Papazyan A., Kollman P.A. et al. // Science. 1994. V. 269. P. 102.
  21. Cleland W.W., Kreevoy M.M. // Science. 1995. V. 269. P. 1771.
  22. Hibbert F., Emsley J. // Adv. Phys. Org. Chem. 1990. V. 26. P. 255.
  23. Gurushankar K. et al. // JETP Lett. 2023. V. 117. No. 10. P. 781.
  24. Tukhvatullin F., Hudayberdiev B., Jumabaev A. et al. // J. Mol. Liq. 2010. V. 155. P. 67.
  25. Цеплин Е.Е., Цеплина С.Н., Хвостенко О.Г. // Изв. РАН. Сер. физ. 2020. Т. 84. № 5. С. 671; Tseplin E.E., Tseplina S.N., Khvostenko O.G. // Bull. Russ. Acad. Sci. Phys. 2020. V. 84. No. 5. P. 559.
  26. Mavri J., Grdadolnik J. // J. Phys. Chem. A. 2001. V. 105. P. 2039.
  27. Nakanishi H., Morita H., Nagakura S. et al. // BCSJ. 1977. V. 50. P. 2255.
  28. Iijima K., Ohnogi A., Shibata S. et al. // J. Mol. Struct. 1987. V. 156. P. 111.
  29. Coussan S., Ferro Y., Trivella A. et al. // J. Phys. Chem. A. 2006. V. 110. P. 3920.
  30. Mohacek-Grosev V., Furic K., Hrvoje I. et al. // J. Phys. Chem. A. 2007. V. 111. P. 5820.
  31. Frisch M.J., Trucks G.W., Schlegel H.B. et al. Gaussian 09. Wallingford: Gaussian Inc., 2009.
  32. Kazachenko A.S., Holikulov U., Issaoui N. et al. // Z. Phys. Chem. 2023. V. 237. No. 11. P. 1821.
  33. Khodiev M. Kh., Holikulov U.A., Jumabaev A. et al. // J. Mol. Liq. 2023. V. 382. Art. No. 121960.
  34. Kazachenko A.S., Issaoui N., Holikulov U. et al. // Z. Phys. Chem. 2024. V. 238. P. 89.
  35. Devlin F.J., Finley J.W., Stephens P.J. et al. // J. Phys. Chem. 1995. V. 99. No. 46. P. 16883.
  36. Dennington R., Keith T.A., Millam J.M. GaussView. v. 6.0.16. Semichem Inc Shawnee Mission KS, 2016.
  37. Tomasi J., Mennucci B., Cancès E. // J. Mol. Struct. 1999. V. 464. P. 211.
  38. Jamroz M.H. Vibrational energy distribution analysis VEDA 4. Warsaw, 2004—2010.

Arquivos suplementares

Arquivos suplementares
Ação
1. JATS XML
Baixar
2. Fig. 1. Raman spectra (experimental and calculated) and IR Fourier of pure acetylacetone.

Baixar (46KB)
Metadados
3. Fig. 2. Raman spectra in the region of C=O (a) and C-H stretching vibrations (b) in aqueous solutions of acetylacetone.

Baixar (152KB)
Metadados
4. Fig. 3. Optimal geometry of acetylacetone and its complexes with water.

Baixar (263KB)
Metadados
5. Fig. 4. Calculated Raman spectra in the region of C=O stretching vibrations of acetylacetone and its aqueous solutions (AA-acetylacetone, W-water).

Baixar (60KB)
Metadados

Declaração de direitos autorais © Russian Academy of Sciences, 2024