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Basicity of o-aminomethylphenols in nonaqueous media

  • A. B. Teitel'baum
  • L. A. Kudryavtseva
  • V. E. Bel'skii
  • B. E. Ivanov
Physical Chemistry

Summary

  1. 1.

    The basicity of o-aminomethylphenols in nitromethane, acetonitrile, and ethanol is lower in comparison with benzylamines, which do not have any intramolecular hydrogen bonds.

     
  2. 2.

    The influence of the intramolecular hydrogen bond on the basicity of the o-aminomethylphenols increases in the following series of solvents: ethanol<water<acetonitrile-nitromethane.

     
  3. 3.

    Between the values of pK a of the o-aminomethylphenols and benzylamines in water, ethanol, nitromethane, or acetonitrile, linear correlations are obtained with slopes close to unity.

     
  4. 4.

    The relationship between pK a in nitromethane and in acetonitrile is common for primary, secondary, and tertiary alkylamines, benzylamines, o-aminomethylphenols, anilines, and pyridine.

     

Keywords

Hydrogen Hydrogen Bond Acetonitrile Pyridine Aniline 
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 1981

Authors and Affiliations

  • A. B. Teitel'baum
    • 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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