Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Substituent Effects on the Basicities of Azoxy-Compounds

Azoxy系化合物의 鹽基性에 미치는 置換基效果

  • Chi Sun Hahn (Department of Chemistry, Yonsei University) ;
  • Hak Soo Lyu (Department of Chemistry, Yonsei University)
  • 한치선 (延世大學校 理工大學 化學科) ;
  • 류학수 (延世大學校 理工大學 化學科)
  • Published : 19630300
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Abstract

The basicities of 16 substituted azoxybenzenes have been measured by U.V. spectrophotometric method. The effects of substituents on the basicities are discussed in terms of Hammett's equation. The reaction constants, ${\rho}^X_Y$ and ${\rho}^Y_X$ , in a modified equation, log $K_{XY}/K_{\infty}={\sigma}_X{\rho}^Y_X+{\sigma}_Y{\rho}^X_Y$, are $2.46{\pm}0.12$ and $2.25{\pm}0.26$ respectively. The validity of the equation is analysed by a statistical method, and the structure of the conjugate acid of the substituted azoxybenzenes is proposed.

Keywords

References

  1. This Journal v.6 C.S. Hahn
  2. This Journal v.6 C.S. Hahn
  3. Ber. v.61 L. Cambi;Szego
  4. Ber. v.62B L. Cambi;Szego
  5. Z. physik. Chem. v.A162 E. Muller;E. Hory
  6. J. Chem. Soc. G. M. Badger;R. G. Buttery
  7. J. Am. Chem. Soc. v.78 P. M. Gore;O. H. Wheeler
  8. J. Am. Chem. Soc. v.57 L. Flexser;L. P. Hammett;A. Dingwall
  9. Chem. Revs. v.53 H. H. Jaffe
  10. J. Am. Chem. Soc. v.77 C. W. McGray, Jr;Y. Okamoto;H.C Brown
  11. J. Am. Chem. Soc. v.79 C. W. McGray, Jr;Y. Okamoto;H.C. Brown
  12. J. Am. Chem. Soc. v.79 N.C. Deno;W.L. Evans
  13. J. Chem. Soc. C. Eaborn
  14. J. Am. Chem. Soc. v.81 R. W. Taft, Jr;I. C. Lewis
  15. J. Am. Chem. Soc. v.79 S. I. Miller;P. K. Yonan
  16. J. Am. Chem. Soc. v.81 S. I. Miller;P. K. Yonan
  17. J. Am. Chem. Soc. v.77 H. H. Jaffe;G. O. Doak
  18. J. Am. Chem. Soc. v.77 H. H. Jaffe
  19. J. Am. Chem. Soc. v.81 S.J. Yeh;H.H. Jaffe
  20. Atti accad. Lincei. v.19;I A. Angeri
  21. Atti accad. Lincei. v.22;I A. Angeri
  22. J. Chem. Soc. v.67 C. Mills
  23. Org. Synth. Coll. v.III G. H. Coleman;C. W. McCloskey;F. A. Stuart