Skip to main content
SpringerLink
Log in

STRUCTURE OF COMPLEXES IN HCl–ISOPROPYL ALCOHOL SOLUTIONS AND EQUILIBRIUM COMPOSITION OF THE SYSTEM

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

Structure, energy and spectral parameters of moieties of C3H7OH–HCl solutions with various compositions are calculated using density functional theory based on the regularities characterizing formation of complexes with hydrogen bonds in binary systems. It is shown that six concentration structural zones can be distinguished in the C3H7OH–HCl system (1:0-6:5). Liquid isopropyl alcohol consists of cyclic hexamers (C3H7OH)6. Solutions of each of the five subsequent zones contain two types of cyclic moieties whose average H-bond energies (~30-74 kcal/mol) are 5-10 times larger than those in hexamer (C3H7OH)6. The main interactions between components in the C3H7OH–HCl system occur inside such moieties (almost completely isolated from each other by alkyl groups of C3H7OH molecules). Such moieties contain previously unknown complexes with two quasi-symmetric bridges Cl⋯H⋯O and O⋯H⋯O, conjugated proton solvates, having one common oxygen atom. The concentrated solutions contain, in addition to conjugated proton solvates, moieties with the composition 2:2, each having four Cl⋯H⋯O bridges with similar parameters. The fact that the maximum density of these solutions and the HCl solubility limit approximately correspond to the component mole ratio 6:5 was explained and all features of obtained IR spectra were interpreted by using calculated data on the structure of C3H7OH–HCl solutions and that of observed complexes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

REFERENCES

  1. M. V. Vener, and N. B. Librovich. Int. Rev. Phys. Chem., 2009, 28(3), 407. https://doi.org/10.1080/01442350903079955

    Article  CAS  Google Scholar 

  2. R. Janoschek, A. Hayd, E. G. Weidemann, M. Leuchs, and G. Zundel. J. Chem. Soc., Faraday Trans. 2, 1978, 74, 1238. https://doi.org/10.1039/f29787401238

    Article  CAS  Google Scholar 

  3. A. A. Pankov, V. Yu. Borovkov, and V. B. Kazanskii. Dokl. Akad. Nauk SSSR, 1981, 258, 902.

  4. V. D. Maiorov, S. G. Sysoeva, O. N. Temkin, and I. S. Kislina. Russ. Chem. Bull., 1993, 42(9), 1511. https://doi.org/10.1007/BF00699185

    Article  Google Scholar 

  5. V. D. Maiorov, I. S. Kislina, and E. G. Tarakanova. Rus. J. Phys. Chem. B, 2017, 11(1), 37. https://doi.org/10.1134/S1990793117010080

    Article  CAS  Google Scholar 

  6. G. V. Yukhnevich, E. G. Tarakanova, V. D. Maiorov, and N. B. Librovich. J. Mol. Struct., 1992, 265, 237. https://doi.org/10.1016/0022-2860(92)80105-Q

    Article  CAS  Google Scholar 

  7. V. D. Maiorov, N. B. Librovich, and M. I. Vinnik. Zh. Fiz. Khim., 1979, 53(4), 1036.

  8. I. S. Kislina, S. G. Sysoeva, N. B. Librovich, O. N. Temkin, I. L. Eremenko, and S. E. Nefedov. Dokl. Chem., 1998, 360(4−6), 106.

  9. V. V. Burdin, G. I. Voloshenko, V. D. Maiorov, and N. B. Librovich. Russ. Chem. Bull., 1995, 44(9), 1684. https://doi.org/10.1007/BF01151291

    Article  Google Scholar 

  10. E. G. Tarakanova, G. V. Yukhnevich, I. S. Kislina, and V. D. Maiorov. Phys. Wave Phenom., 2020, 28(2), 168. https://doi.org/10.3103/S1541308X2002017X

    Article  Google Scholar 

  11. V. D. Maiorov, G. I. Voloshenko, and I. S. Kislina. Rus. J. Phys. Chem. B, 2018, 12(2), 1. https://doi.org/10.1134/S1990793118020197

    Article  CAS  Google Scholar 

  12. E. G. Tarakanova and I. A. Kirilenko. Russ. J. Inorg. Chem., 2020, 65(10), 1591, https://doi.org/10.1134/S0036023620100204

    Article  CAS  Google Scholar 

  13. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone,B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery Jr., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi,M. Cossi, N. Rega, J. M. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma,V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, O. Farkas, J. B. Foresman,J. V. Ortiz, J. Cioslowski, and D. J. Fox. Gaussian09, Revision A.02. Gaussian: Wallingford, CT, 2009.

  14. I. S. Kislina, V. D. Maiorov, and S. G. Sysoeva. Rus. J. Phys. Chem. B, 2013, 7(4), 424. https://doi.org/10.7868/S0207401X13070066

    Article  Google Scholar 

Download references

Funding

The DFT study of structural elements and equilibrium compositions of C3H7OH–HCl solutions and (partially) the interpretation of experimental data using calculation results was supported by the Ministry of Science and Higher Education of Russia as part of the State Assignment of Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences.

The analysis of IR spectra and (partially) the interpretation of quantum chemical calculations were performed as part of the Fundamental Scientific Research program of the Russian Academy of Sciences FRS CP RAS “Fundamental laws of heterogeneous and homogeneous catalysis”, number 46.13.

Author information

Authors and Affiliations

  1. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russia

    E. G. Tarakanova

  2. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russia

    V. D. Maiorov & I. S. Kislina

Authors
  1. E. G. Tarakanova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. D. Maiorov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. S. Kislina
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to E. G. Tarakanova.

Ethics declarations

The authors declare that they have no conflict of interests.

Additional information

Russian Text © The Author(s), 2021, published in Zhurnal Strukturnoi Khimii, 2021, Vol. 62, No. 9, pp. 1461-1474.https://doi.org/10.26902/JSC_id79916

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tarakanova, E.G., Maiorov, V.D. & Kislina, I.S. STRUCTURE OF COMPLEXES IN HCl–ISOPROPYL ALCOHOL SOLUTIONS AND EQUILIBRIUM COMPOSITION OF THE SYSTEM. J Struct Chem 62, 1365–1377 (2021). https://doi.org/10.1134/S0022476621090055

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0022476621090055

Keywords

Search

Navigation