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] \( \gg \) [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.
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REFERENCES
J. Gorzynski Smith, Synthesis 8, 629 (1984). https://doi.org/10.1055/s-1984-30921
I. Vilotijevic and T. F. Jamison, Angew. Chem. Int. Ed. 48, 5250 (2009). https://doi.org/10.1002/anie.200900600
A. V. Krylov, A. K. Mokhammad, V. V. Yegorova, E. Ya. Borisova, N. Yu. Borisova, and V. R. Flid, Russ. Chem. Bull. 61, 1128 (2012). https://doi.org/10.1007/s11172-012-0153-z
T. Weil, M. Kotke, Ch. M. Kleiner, and P. R. Schreiner, Org. Lett. 10, 1513 (2008). https://doi.org/10.1021/ol800149y
Y.-X. Zhou, Y.-Z. Chen, Y. Hu, G. Huang, S.-H. Yu, and H.-L. Jiang, Chem. Eur. J. 20, 1 (2014). https://doi.org/10.1002/chem.201404104
A. Dhakshinamoarhy, M. Alvaro, P. Concepcion, V. Fornes, and H. Garsia, Chem. Commun. 48, 5443 (2012). https://doi.org/10.1039/c2cc31385e
R. E. Parker, N. S. Isaacs, Chem. Rev. 53, 737 (1959). https://doi.org/10.1021/cr50028a006
J. Biggs, N. B. Chapman, A. F. Finch, and V. J. Wray, Chem. Soc. B 1, 55 (1971). https://doi.org/10.1039/J29710000055
L. V. Petrov and V. M. Solyanikov, Dokl. Phys. Chem. 350, 252 (1996).
M. G. Spirin, S. B. Brichkin, and L. V. Petrov, Russ. Chem. Bull. 65, 2452 (2016). https://doi.org/10.1007/s11172-016-1605-7
L. V. Petrov and V. M. Solyanikov, Russ. J. Phys. Chem B 16 (2022).
L. V. Petrov and V. M. Solyanikov, Pet. Chem. 39, 89 (1999).
L. V. Petrov and V. M. Solyanikov, Pet. Chem. 43, 177 (2003).
L. V. Petrov and V. M. Solyanikov, Pet. Chem. 52, 327 (2012). https://doi.org/10.1134/S096554411205009X
L. V. Petrov and V. M. Solyanikov, Russ. J. Phys. Chem. B 10, 764 (2016). https://doi.org/10.1134/S1990793116050225
L. V. Petrov and V. M. Solyanikov, Russ. J. Phys. Chem. B 12, 1003 (2018). https://doi.org/10.1134/S1990793118060179
L. V. Petrov and V. M. Solyanikov, Russ. J. Phys. Chem. B 14, 29 (2020). https://doi.org/10.1134/S199079312001011X
L. V. Petrov and V. M. Solyanikov, Russ. J. Phys. Chem. B 15, 599 (2021). https://doi.org/10.1134/S1990793121040084
L. V. Petrov and V. M. Solyanikov, Pet. Chem. 50, 154 (2010). https://doi.org/10.1134/S096554411002012X
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This study was carried out on the topic of a state assignment (topic no. AAAA–A19–119071890015–6).
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Solyanikov, V.M., Petrov, L.V. The Rate of the Oxygen Absorption by the Styrene Epoxide–p-Toluene Sulfonic Acid Double System Depending on the Structure of the Aliphatic Tail of the Alcohol Solvent. Russ. J. Phys. Chem. B 17, 1259–1264 (2023). https://doi.org/10.1134/S1990793123060234
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DOI: https://doi.org/10.1134/S1990793123060234