Chemistry of Heterocyclic Compounds

, Volume 6, Issue 12, pp 1568–1571 | Cite as

IR absorption spectra of 1-aryl-3-pyrazolidones

  • B. E. Zaitsev
  • N. A. Andronova
  • R. B. Zhurin
  • L. B. Preobrazhenskaya
Article

Abstract

An examination of the frequencies and intensities of the valence vibration bands of carbonyl groups established that the phenyl group interacts with the C=O group of 1-phenyl-3-pyrazolidone and its m- and p-tolyl derivatives in solution. It is assumed that the interaction is accomplished through the N1 and N2 atoms in the sp2 state. 1-Phenylpyrazolidone derivatives are strongly associated in CC14 and CHCl3 solutions. The association decreases on passing from CCl4 to CHCl3 solutions and when there are methyl groups in the ortho positions of the phenyl rings. The energy of association between the 1-phenylpyrazolidones and organic bases (acetonitrile, ethyl acetate, and dioxane), evaluated from the shift in νnh, is 1.36–3.5 kcal/mole. The frequencies and integral intensities of the bands of the C=O and NH groups in chloroform were measured.

Keywords

Phenyl Carbonyl Ethyl Acetate Dioxane CCl4 

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Copyright information

© Consultants Bureau 1973

Authors and Affiliations

  • B. E. Zaitsev
    • 1
  • N. A. Andronova
    • 1
  • R. B. Zhurin
    • 1
  • L. B. Preobrazhenskaya
    • 1
  1. 1.Scientific-Research Institute of Organic Intermediates and DyesMoscow

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