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Alkylation of 2,6-di-tert-butylphenol with methyl acrylate catalyzed by potassium 2,6-di-tert-butylphenoxide

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Abstract

The kinetics of catalytic alkylation of 2,6-di-tert-butylphenol (ArOH) with methyl acrylate (MA) in the presence of potassium 2,6-di-tert-butylphenoxide (ArOK) depends on the method for the preparation of ArOK. The reaction of ArOH with KOH at temperatures > 180 °C affords monomeric ArOK, whose properties differ from those in the case of potassium 2,6-di-tert-butylphenoxide synthesized by the earlier methods. The regularities of ArOH alkylation depend on the ArOK concentration, the ArOH: MA ratio, and the effect of microadditives of polar solvents.

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References

  1. A. A. Volod’kin, V. I. Paramonov, F. M. Egidis, and L. K. Popov, Khim. Prom-st’ [Chemical Industry], 1988, No. 12, 7 (in Russian).

  2. V. V. Ershov, G. A. Nikiforov, and A. A. Volod’kin, Prostranstvenno-zatrudnennye fenoly [Sterically Hindered Phenols], Khimiya, Moscow, 1972, 73 (in Russian).

    Google Scholar 

  3. A. A. Volod’kin, A. S. Zaitsev, V. L. Rubailo, V. A. Belyakov, and G. E. Zaikov, Izv. Akad. Nauk SSSR, Ser. Khim., 1989, 1829 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1989, 38, 1677 (Engl. Transl.)].

  4. A. A. Volod’kin, Izv. Akad. Nauk, Ser. Khim., 1994, 827 [Russ. Chem. Bull., 1994, 43, 769 (Engl. Transl.)].

  5. A. A. Volod’kin and G. E. Zaikov, Izv. Akad. Nauk, Ser. Khim., 2006, 2138 [Russ. Chem. Bull., Int. Ed., 2006, 55, 2212].

    Google Scholar 

  6. L. Matilainen, M. Leskela, and M. Klinga, J. Chem. Soc., Chem. Commun., 1995, 421.

  7. N. A. Malysheva, F. I. Prokof’ev, N. N. Bubnov, S. P. Solodovnikov, T. I. Prokof’eva, A. A. Volod’kin, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim., 1977, 1522 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1977, 36 (Engl. Transl.)].

  8. US Pat. 4659863; Chem. Abstr., 1988, 107, 77439.

    Google Scholar 

  9. T. F. Titova, A. P. Krysin, V. A. Bulgakov, and V. I. Mamatyuk, Zh. Org. Khim., 1984, 20, 1899 [J. Org. Chem. USSR, 1984, 20 (Engl. Transl.)].

    CAS  Google Scholar 

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Authors and Affiliations

  1. N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119991, Moscow, Russian Federation

    A. A. Volod’kin & G. E. Zaikov

Authors
  1. A. A. Volod’kin
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  2. G. E. Zaikov
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Correspondence to A. A. Volod’kin.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1971–1974, October, 2007.

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Volod’kin, A.A., Zaikov, G.E. Alkylation of 2,6-di-tert-butylphenol with methyl acrylate catalyzed by potassium 2,6-di-tert-butylphenoxide. Russ Chem Bull 56, 2038–2042 (2007). https://doi.org/10.1007/s11172-007-0318-3

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  • DOI: https://doi.org/10.1007/s11172-007-0318-3

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