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Rate and Equilibrium of Acetyl Group Exchange between Pyridines and Pyridine N-Oxides

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Abstract

22 Acetyl group exchange reactions between N-acetoxypyridinium salts and 4-dimethylaminopyridine, 4-morpholinopyridine, and N-methylimidazole in acetonitrile at 298 K have been studied. The rate constants varied from 105 to 10−4 L/mol·s, and the equilibrium constants ranged from 109 to 10−9. The rates and equilibrium constants of these reactions did not comply with the Brönsted equation. The kinetics of the acetyl exchange reactions are well described by a correlation equation containing squared terms.

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Authors and Affiliations

  1. L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, 70 R. Luxemburg ul., 83114, Donetsk, Ukraine

    V. I. Rybachenko, K. Yu. Chotii, V. V. Kovalenko & A. N. Red'ko

  2. Faculty of Chemistry, Adam Mickiewicz University, 6 Grunwaldska Str., 60-780, Poznan, Poland

    G. Schroeder & B. Lenska

Authors
  1. V. I. Rybachenko
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  2. G. Schroeder
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  3. K. Yu. Chotii
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  4. V. V. Kovalenko
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  5. B. Lenska
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  6. A. N. Red'ko
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Rybachenko, V.I., Schroeder, G., Chotii, K.Y. et al. Rate and Equilibrium of Acetyl Group Exchange between Pyridines and Pyridine N-Oxides. Theoretical and Experimental Chemistry 36, 334–337 (2000). https://doi.org/10.1023/A:1005220612114

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