Abstract
The transformation routes of allyl phenyl sulfide are calculated within the density functional theory (B3PW91/6-31G** quantum chemical approximation). We found that the chair conformation is a transition state of the first stage (the conversion of allyl phenyl sulfide into 6-(prop-2-en-1-yl)cyclohex-2,4-dien-1-thione). The second stage involves the interaction between thione and either allyl phenyl sulfide and allyl thiophenol molecule or with a second thione molecule. The cyclization of allyl thiophenol implies the formation of methyl thiocumaran. The thermal isomerization of allyl phenyl sulfide to propenyl phenyl sulfide is improbable.
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This work was performed within the budget theme of Ufa State Petroleum Technical University.
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Translated by A. Tulyabaev
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Mityagin, D.N., Gabbasova, I.M., Anisimov, A.V. et al. Thermal Transformations of Allyl Phenyl Sulfide: A Quantum-Chemical Study. Moscow Univ. Chem. Bull. 74, 241–245 (2019). https://doi.org/10.3103/S0027131419050092
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DOI: https://doi.org/10.3103/S0027131419050092