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Proton magnetic resonance in coumarins

  • S. S. Dharmatti
  • G. Govil
  • C. R. Kanekar
  • C. L. Khetrapal
  • Y. P. Virmani
Article
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Abstract

The high resolution proton magnetic resonance spectra of AB, ABC and ABCD systems in fourteen coumarins have been studied. Chemical shifts and spin coupling constants for the protons in various positions in the benzo-α-pyrone ring have been obtained. The spectrum of coumarin confirms the ethylenic nature of double bond between carbon atoms in positions 3 and 4. The chemical shifts for the phenyl protons are in conformity with the reactivities of the coumarins at various positions in the ring. A linear relation has been observed between the chemical shift for proton in 8 position in various 6 substituted coumarins and the Hammett’s constants (σ) for substituents in themeta position. The NMR spectra offer a very convenient method for distinguishing between 3 and 4 substituted coumarins on account of the large chemical shift for the protons in positions 3 and 4.

The results do not substantiate resonance of the naphthalene type in coumarin as suggested to explain its dipole moment.

Keywords

Coumarin Hydroxy Coumarin Spin Coupling Constant Chemical Shift Data Phenyl Proton 
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

© Indian Academy of Sciences 1962

Authors and Affiliations

  • S. S. Dharmatti
    • 1
  • G. Govil
    • 1
  • C. R. Kanekar
    • 1
  • C. L. Khetrapal
    • 1
  • Y. P. Virmani
    • 1
  1. 1.Tata Institute of Fundamental Research and Atomic Energy EstablishmentTrombay

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