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A theoretical determination of the composition of by-products obtained in the production of butylated hydroxytoluene from 2,6-di-tert-butylphenol

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Abstract

The hydrogenolysis of N,N-dimethyl(3,5-di-tert-butyl-4-hydroxybenzyl)amine, which leads to butylated hydroxytoluene (BHT) as the main product, has been investigated by the density functional theory (DFT) method with the BPE functional and the SVP basis set. A set of valid reaction paths was determined from both thermodynamic and kinetic points of view. Possible products of the reaction were identified, it was shown that the most probable by-product is 4,4′-ethylenebis(2,6-di-tert-butylphenol). The standard gas-phase enthalpies of formation of some possible products of the reaction have been predicted by using the BPE/SVP approach, coupled with isodesmic reactions.

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Authors and Affiliations

  1. Information Technologies and Management Faculty, Bashkir State Agrarian University, 34 50-letiya Octyabrya Str., Ufa, Russia

    R. R. Syrlybaeva & A. S. Belyaeva

  2. General and Analytical Chemistry Department, Ufa State Petroleum Technological University, 1 Kosmonavtov Str., Ufa, Russia

    G. A. Khabibullina

Authors
  1. R. R. Syrlybaeva
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  2. A. S. Belyaeva
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  3. G. A. Khabibullina
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Correspondence to R. R. Syrlybaeva.

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Syrlybaeva, R.R., Belyaeva, A.S. & Khabibullina, G.A. A theoretical determination of the composition of by-products obtained in the production of butylated hydroxytoluene from 2,6-di-tert-butylphenol. Reac Kinet Mech Cat 114, 41–53 (2015). https://doi.org/10.1007/s11144-014-0775-2

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