The Rate of Absorption by the Styrene Epoxide–P-Toluene Sulfonic
Acid Double System Depending on the Structure of the Aliphatic Tail
of the Alcohol Solvent

V. M. Solyanikova; Соляников В. М.; L. V. Petrov; Петров Л. В.

doi:10.31857/S0207401X23120129

The Rate of Absorption by the Styrene Epoxide–P-Toluene Sulfonic Acid Double System Depending on the Structure of the Aliphatic Tail of the Alcohol Solvent

Authors: Solyanikova V.M.¹, Petrov L.V.¹
Affiliations:
1. Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences
Issue: Vol 42, No 12 (2023)
Pages: 12-17
Section: Kinetics and mechanism of chemical reactions, catalysis
URL: https://ruspoj.com/0207-401X/article/view/675006
DOI: https://doi.org/10.31857/S0207401X23120129
EDN: https://elibrary.ru/JTCNJB
ID: 675006

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Abstract
About the authors
References
Supplementary files
Statistics

Abstract

Oxygen oxidation of the styrene epoxide (SE)–p-toluene sulfonic acid (TSA) double system (DS)
in solutions of three primary alcohols, 1-octanol (OCT), n-butanol (BUT), and ethanol (ET), is studied. The
corresponding concentration expressions of oxidation rates are as follows: VOCT = k [SE]0 [TSA]1, VBUT = k
[SE]0 [TSA]0.63, and VET = k [SE]0 [TSA]0.7 at [SE] [TSA]. The proximity of the oxidation activation energies
in three alcohols contrasts with the difference in the oxidation rates: the oxidation rate in ET is three
times the rate in n-butanol and thirty times the oxidation rate in 1-octanol.

Keywords

Oxidation by molecular oxygen, catalysis, styrene epoxide, p-toluene sulfonic acid, 1-octanol, nbutanol, ethanol

About the authors

V. M. Solyanikova

Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences

Email: plv@icp.ac.ru
Chernogolovka, Russia

L. V. Petrov

Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: plv@icp.ac.ru
Chernogolovka, Russia

References

Gorzynski Smith J. // Synthesis. 1984. № 8. P. 629; https://doi.org/10.1055/s-1984-30921
Vilotijevic I., Jamison T.F. // Angev. Chem. Inter. Ed. 2009. V. 48. № 29. P. 5250; https://doi.org/10.1002/anie.200900600
Крылов А.В., Мохаммед А.Х., Егорова В.В., Борисова Е.Я., Борисова Н.Ю., Флид В.Р. // Изв. АН. Сер. хим. 2012. № 6. С. 1119.
Weil T., Kotke M., Kleiner Ch. M., Schreiner P.R. // Org. Lett. 2008. V. 10. № 8. P. 1513; https://doi.org/10.1021/ol800149y
Zhou Y.-X., Chen Y.-Z., Hu Y. et al. // Chem. Eur. J. 2014. V. 20. P. 1; https://doi.org/10.1002/chem201404104
Dhakshinamoarhy A., Alvaro M., Concepcion P., Fornes V., Garsia H. // Chem. Commun. 2012. V. 48. № 44. P. 5443; https://doi.org/10.1039/c2cc31385e
Parker R.E., Isaacs N.S. // Chem. Rev. 1959. V. 53. № 4. P. 737; https://doi.org/10.1021/cr50028a006
Biggs J., Chapman N.B., Finch A.F., Wray V. // J. Chem. Soc. (B). 1971. V. 1. P. 55; https://doi.org/10.1039/J29710000055
Петров Л.В., Соляников В.М. // ДАН. 1996. Т. 350. № 3. С. 357.
Спирин М.Г., Бричкин С.Б., Петров Л.В. // Изв. АН. Сер. хим. 2016. № 10. С. 2452.
Петров Л.В., Соляников В.М. // Хим. физика. 2022. Т. 41. № 12. С. 22; https://doi.org/10.31857/S0207401X22090084
Петров Л.В., Соляников В.М. // Нефтехимия. 1999. Т. 39. № 2. С. 107.
Петров Л.В., Соляников В.М. // Нефтехимия. 2003. Т. 43. № 3. С. 199.
Петров Л.В., Соляников В.М. // Нефтехимия. 2012. Т. 52. № 5. С. 362.
Петров Л.В., Соляников В.М. // Хим. физика. 2016. Т. 35. № 10. С. 21; https://doi.org/10.7868/S0207401X16100095
Петров Л.В., Соляников В.М. // Хим. физика. 2018. Т. 37. № 12. С. 28; https://doi.org/10.1134/S0207401X18120075
Петров Л.В., Соляников В.М. // Хим. физика. 2020. Т. 39. № 1. С. 19; https://doi.org/10.31857/S0207401X20010112
Петров Л.В., Соляников В.М. // Хим. физика. 2021. Т. 40. № 7. С. 11; https://doi.org/10.31857/S0207401X21070086
Петров Л.В., Соляников В.М. // Нефтехимия. 2010. Т. 50. № 2. С. 164.