Advertisement

Springer Nature is making SARS-CoV-2 and COVID-19 research free. View research | View latest news | Sign up for updates

The effect of configuration of nitrodienophiles R-CH=CH-NO2 on their condensation with cyclopentadiene

  • 25 Accesses

  • 1 Citations

Summary

  1. 1.

    The infrared absorption spectra of 1-nitro-1-propylene,Β -nitrostyrene,Β -nitroacrylic acid, and its methyl ester confirm the trans-structure of the 1,2-disubstituted nitroolefins RCH=CHNO2.

  2. 2.

    On irradiation by ultraviolet light the trans-nitroolefins RCH=CHNO2 isomerize into the corresponding cis-nitroolefins.

  3. 3.

    In the case ofΒ -nitrostyrene and cyclopentadiene it has been shown that the spacial arrangement of the substituents in the nitroolefins RCH=CHNO2 has a considerable effect on the occurrence of the diene syntheis

This is a preview of subscription content, log in to check access.

Literature cited

  1. 1.

    E. E. Tamelen and R. J. Thiede, J. Amer. Chem. Soc.74, 2615 (1952).

  2. 2.

    L. Bellamy, Infrared Spectra of Molecules [Russian translation] IL, Moscow, 1957, p. 54.

  3. 3.

    N. Potts and R. Nyguist, Spectrochim. acta, No. 9, 679 (1959).

  4. 4.

    N. Sheppard and D. Simpson, Quart. Revs. 6, 1 (1952).

  5. 5.

    N. K. Kochetkov, B. P. Gottikh, V. G. Vinokurov, and R. M. Khomutov, Doklady Akad. Nauk SSSR125, 89 (1959).

Download references

Author information

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Dudunskaya, A.A., Shvekhgeimer, G.A., Novikov, S.S. et al. The effect of configuration of nitrodienophiles R-CH=CH-NO2 on their condensation with cyclopentadiene. Russ Chem Bull 10, 168–170 (1961). https://doi.org/10.1007/BF00909434

Download citation

Keywords

  • Methyl
  • Ester
  • Absorption Spectrum
  • Methyl Ester
  • Diene