Skip to main content
Log in

Di-isophorone and related compounds. Part 1013C-nuclear magnetic resonance spectra of di-isophorone derivatives

Di-isophoron und verwandte Verbindungen, 10. Mitt.:13C-NMR-Spektren von Di-isophoron-Derivaten

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

13C-Nuclear magnetic resonance spectra of a series of di-isophorone derivatives have been mapped and the individual resonances assigned. Assignments were obtained by comparing and correlating the spectra of closely related di-isophorones of known structure. Estimates, based on approximate calculations, of the chemical shifts of the six methylene moieties of the di-isophorone skeleton are in fair agreement with the observed values.

Zusammenfassung

Die13C-Kernresonanzspektren einer Reihe von Di-isophoron-Derivaten wurden gemessen und die Signale den einzelnen Kohlenstoffatomen zugeteilt. Die Zuordnung erfolgte auf Grund des Vergleichs von Spektren verwandter Di-isophorone bekannter Struktur. Für die Resonanzen der Ringmethylen-Gruppen wurde eine befriedigende Übereinstimmung der gefundenen Werte mit errechneten Schätzungswerten festgestellt.

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

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Part 9.Allen A. A., Kurzer F., Monatsh. Chem.112, 769 (1981).

    Google Scholar 

  2. For a preliminary note, seeMorgan A. R.,Kapadia Z.,Davies P. R.,Kurzer F., Chem. Indust. (London)1980, 789.

  3. Johnson L. F., Jankowski W. C., Carbon-13 NMR Spectra. A Collection of Assigned Coded and Indexed Spectra. New York: Wiley-Interscience. 1972;Shamma M., Hindenlang D. M., Carbon-13 NMR Shift Assignments of Amines and Alkaloids. New York: Plenum Press. 1979.

    Google Scholar 

  4. Stothers J. B., Carbon-13 NMR Spectroscopy. New York: Academic Press. 1972.

    Google Scholar 

  5. Levy G. C., Nelson G. L., Carbon-13 Nuclear Magnetic Resonance for Organic Chemists. New York: Wiley-Interscience. 1972.

    Google Scholar 

  6. Wehrli F. W., Wirthlin T., Interpretation of Carbon-13 NMR Spectra. London: Heyden & Son Ltd. 1976.

    Google Scholar 

  7. Reich H. J., Jautelat M., Messe M. T., Weigert F. J., Roberts J. D., J. Amer. Chem. Soc.91, 7445 (1969).

    Google Scholar 

  8. Eggert H., Djerassi C., J. Org. Chem.38, 3788 (1973);Eggert H., Van Antwerp C. L., Bhacca N. S., Djerassi C., ibid.41, 71 (1976).

    PubMed  Google Scholar 

  9. ApSimon J. W., Beierbeck H., Saunders J. K., Canad. J. Chem.51, 3874 (1973);Hansen J. R., Siverns M., J. Chem. Soc. Perkin I1975, 1110; ibid.1975, 1956.

    Google Scholar 

  10. Davies P. R., M. Phil. Thesis, London 1980.

  11. Morgan A. R., Ph.D. Thesis, London 1979.

  12. The nomenclature that was originally adopted continues to be employed [cf.Allen A. A., Duffner R. C., Kurzer F., Tetrahedron34, 1247 (1978)].

    Google Scholar 

  13. Wenkert E., Buckwalter B. L., J. Amer. Chem. Soc.94, 4367 (1972).

    Google Scholar 

  14. Buckwalter B. L., Burfitt I. R., Nagel A. A., Wenkert E., Naf F., Helv. Chim. Acta58, 1567 (1975).

    Google Scholar 

  15. Bertrand J. A., Cheung D., Hammerich A. D., House H. O., Reichle W. T., Vanderveer D., Zaiko E. J., J. Org. Chem.47, 1600 (1977).

    Google Scholar 

  16. Abraham R. J., Loftus P., Proton and Carbon-13 NMR Spectroscopy. London: Heyden & Son Ltd. 1978.

    Google Scholar 

  17. Allerhand A., Doddrell D., Komorski R., J. Chem. Phys.55, 189 (1971).

    Google Scholar 

  18. Dalling D. K., Grant D. M., J. Amer. Chem. Soc.89, 6612 (1967);Mason J., J. Chem. Soc. (A)1971, 1038.

    Google Scholar 

  19. Wahlberg I., Almquist S. O., Nishida T., Enzell C. R., Acta. Chem. Scand.29 B, 1047 (1975).

    Google Scholar 

  20. Roberts J. D., Weigert F. J., Kroschwitz J. I., Reich H. J., J. Amer. Chem. Soc.92, 1338 (1970).

    Google Scholar 

  21. Weigert F. J., Roberts J. D., J. Amer. Chem. Soc.92, 1347 (1970).

    Google Scholar 

  22. Pehk T., Lippmaa E., Eesti N. S. V. Tead, Akad. Toim Keem. Geol.17, 291 (1968).

    Google Scholar 

  23. Parker R. G., Roberts J. D., J. Amer. Chem. Soc.92, 743 (1970).

    Google Scholar 

  24. Burke J. J., Lauterbur P. C., J. Amer. Chem. Soc.86, 1870 (1964).

    Google Scholar 

  25. Lippmaa E., Pehk T., Eesti N. S. V. Tead, Akad. Toim Keem. Geol.17, 287 (1968).

    Google Scholar 

  26. Kabas G., Rutz H. C., Tetrahedron22, 1219 (1966).

    Google Scholar 

  27. Allen A. A.,Kurzer F.,Morgan A. R., J. Chem. Soc. Perkin I1980, 733.

  28. Davies P. R., Kurzer F., Morgan A. R., Monatsh. Chem.111, 1097 (1980).

    Google Scholar 

  29. Furth B.,Kossanyi J.,Morizur J. P.,Vandewalle M., Bull. Soc. chim. France1967, 1428.

  30. Allen A. A., Kurzer F., Tetrahedron34, 1261, 1267 (1978).

    Google Scholar 

  31. Kurzer F., Morgan A. R., Monatsh. Chem.112, 129 (1981).

    Google Scholar 

  32. Duffner R. C.,Kurzer F., unpublished results.

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Davies, P.R., Morgan, A.R. & Kurzer, F. Di-isophorone and related compounds. Part 1013C-nuclear magnetic resonance spectra of di-isophorone derivatives. Monatsh Chem 114, 739–751 (1983). https://doi.org/10.1007/BF01134186

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01134186

Keywords

Navigation