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://journals.rcsi.science/0207-401X/article/view/233195
DOI: https://doi.org/10.31857/S0207401X23120129
EDN: https://elibrary.ru/JTCNJB
ID: 233195

Cite item

Full Text

Open Access
Restricted Access

Access granted
Restricted Access

Subscription Access

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.