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Reactivity of phenolates in the reaction with p-nitrophenyl acetate

  • A. B. Teitel'baum
  • I. S. Ryzhkina
  • L. A. Kudryavtseva
  • V. E. Bel'skii
  • B. E. Ivanov
Physical Chemistry
  • 41 Downloads

Conclusions

  1. 1.

    The kinetics of the reaction of p-nitrophenyl acetate with a series of o- and p-substituted phenolates and benzylamines was studied. In the reaction with the participation of o-aminomethylphenols two forms of phenolates are reactive, and in contrast to the usual phenolates, both are nucleophilic catalysts of the hydrolysis of p-nitrophenyl acetate, due to intramolecular catalysis of the splitting of the acetylated o-aminomethylphenol.

     
  2. 2.

    The specific behavior of the zwitterions of o-aminomethylphenols is explained by their ability to undergo a bifunctional reaction with the substrate.

     

Keywords

Acetate Hydrolysis Phenolate Catalysis Specific Behavior 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • A. B. Teitel'baum
    • 1
  • I. S. Ryzhkina
    • 1
  • L. A. Kudryavtseva
    • 1
  • V. E. Bel'skii
    • 1
  • B. E. Ivanov
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical ChemistryKazan Branch of the Academy of Sciences of the USSRUSSR

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