Skip to main content
SpringerLink
Log in

Conformational calculations on odoriferous molecules of sandalwood, I. The search for the odoriferous principle of sandalwood oil

Rechnungen zur Konformation von Molekülen mit Sandelholzgeruch, 1. Mitt.: Die Suche nach dem Geruchsprinzip des Sandelholzöles

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

Abstract

The conformations of two relatively rigid molecules with sandalwood odor have been investigated by molecular mechanics and the semiempirical method AM1. A comparison between both geometries shows that a common structural element exists in the relative rearrangement of a carbinol function and a quarternary carbon atom. The distance of these two centers as well as the electron density agree well in both structures.

Zusammenfassung

Die Konformationen zweier relativ starrer Moleküle mit Sandelholzgeruch wurden mit molekularmechanischer und mit einer semiempirischen Methode (AM1) bestimmt. Ein Vergleich der beiden molekularer Geometrien zeigt ein gemeinsames Strukturelement und zwar die relative Anordnung der Carbinolfunktion zu einem quartären Kohlenstoffatom. Sowohl deren Abstand als auch deren Elektronendichte stimmen in beiden Verbindungen überein.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Amoore JE (1970) Molecular basis of odor. Charles Thomas, Springfield, p 773

    Google Scholar 

  2. Boelens H, Haring HG, Takken HJ (1983) Chem Ind 3: 27

    Google Scholar 

  3. Ohloff G, Giersch W, Thommen W, Wilhalm B (1983) Helv Chim Acta 66: 1343

    Google Scholar 

  4. Buchbauer G, Wiltschko M (1978) J Soc Cosmet Chem 29: 307

    Google Scholar 

  5. Jurs PC, Ham CL, Brügger WE (1981) ACS-Symposium Series 148: 143

    Google Scholar 

  6. Beets MGJ (1982) In:Theimer ET (ed) Fragrance chemistry. The science of the sense of smell. Academic Press, New York, p 77

    Google Scholar 

  7. Pevsner J, Trifiletti RR, Strittmatter StM, Snyder SH (1985) Proc Natl Acad Sci USA 82: 3050

    Google Scholar 

  8. Bignetti E, Tirindelly R, Rossi GL, Bolognesi M, Coda A, Gatti G (1985) J Mol Biol 186: 211

    Google Scholar 

  9. Heck G,DeSimone JA,Persaud K (1986) Biophys J 49: 182a

  10. Ohloff G (1986) Experimentia 42: 271

    Google Scholar 

  11. Brunke E-J, Klein E (1982) In:Theimer ET (ed) Fragrance chemistry. The science of the sense of smell. Academic Press, New York, p 397, and references cited therein

    Google Scholar 

  12. Beyer A, in preparation

  13. Dewar MJS, Zoebisch EG, Healy EF, Stewart JP (1985) J Am Chem Soc 107: 3901

    Google Scholar 

  14. Dewar MJS, Dieter KM (1986) J Am Chem Soc 108: 8075

    Google Scholar 

  15. Witteveen JG, Van der Weerdt AJA (1987) Recl Trav Chim Pays-Bas 106: 29

    Google Scholar 

  16. Jelinek E (1985) Work for diploma; University of Vienna

  17. Demole E (1964) Helv Chim Acta 44: 1766

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institut für Theoretische Chemie und Strahlenchemie, Universität Wien, A-1090, Wien, Austria

    Anton Beyer & Peter Wolschann

  2. Institut für Pharmazeutische Chemie, Universität Wien, A-1090, Wien, Austria

    Armin Becker, Elisabeth Pranka & Gerhard Buchbauer

Authors
  1. Anton Beyer
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Peter Wolschann
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Armin Becker
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Elisabeth Pranka
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Gerhard Buchbauer
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Beyer, A., Wolschann, P., Becker, A. et al. Conformational calculations on odoriferous molecules of sandalwood, I. The search for the odoriferous principle of sandalwood oil. Monatsh Chem 119, 711–715 (1988). https://doi.org/10.1007/BF00809685

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00809685

Keywords

Search

Navigation