Skip to main content
SpringerLink
Log in

Zur Reaktion von Camphen mit unterchloriger Säure

Syntheses in the isocamphane series, XXIII. The reaction of camphene with hypochlorous acid

Synthesen in der Isocamphanreihe, 23. Mitt.

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

Abstract

The reaction of hypochlorous acid and camphene (1) has been investigated. Products are 10-Chloroisoborneol, 2-exo-10-Dichlorobornane and 10-Chloro-2-exo-hydroxyisocamphane which have been isolated in crystalline form. 10-syn-and 10-anti-Chlorocamphene could be obtained from an oily fraction.

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

Literatur

  1. 22. Mitt.:Buchbauer G., Wolczik A., Monatsh. Chem.114, 1237 (1983).

    Google Scholar 

  2. Teil der Diplomarbeit vonFreudenreich S., Universität Wien 1983.

  3. Teil der Diplomarbeit vonHampl Ch., Universität Wien 1983.

  4. Buchbauer G., Vitek R., Hirsch M. C., Kurz Ch., Cech B., Vas E. M., Monatsh. Chem.113, 1433 (1982).

    Google Scholar 

  5. Buchbauer G., Haslinger E., Robien W., Vitek R., Monatsh. Chem.114, 113 (1983).

    Google Scholar 

  6. Simonsen J., The Terpenes, 2nd ed., Vol. II., S. 309 ff. Cambridge University Press. 1957.

  7. Henderson G., Heilbron J. H., Howie M., J. Chem. Soc.105, 1367 (1914).

    Google Scholar 

  8. Slawinski V., Bull. Acad. Sci. Cracow1905, 491; zitiert nach Lit.6.

  9. Lippmaa E., Pehk T., Belikova N., Bobyleva A. A., Kalinichenko A. N., Ordubadi M. D., Plate A. F., Org. Magn. Resonance8, 74 (1976).

    Google Scholar 

  10. Werstiuk N. H., Taillefer R., Bell R. A., Sayer B. G., Can. J. Chem.50, 2146 (1972).

    Google Scholar 

  11. Brouwer H., Stothers J. B., Tan C. T., Org. Magn. Resonance9, 360 (1977).

    Google Scholar 

  12. Jennings B. H., Herschbach G. B., J. Org. Chem.30, 3902 (1965).

    Google Scholar 

  13. Richey H. G., Jr., Grant J. E., Garbacik Th. J., Dull D. C., J. Org. Chem.30, 3909 (1965).

    Google Scholar 

  14. Tori K.,Ueyama M.,Tsuji T.,Matsumura H.,Tanida H.,Iwamura H.,Kushida K.,Nishida T.,Satoh S., Tetrahedron Lett.1974, 327.

  15. Mihailovic M. Lj., Milosawljevic S., Jeremic D., Milovanovic J., Org. Magn. Resonance9, 229 (1977).

    Google Scholar 

  16. Grover S. H., Stothers J. B., J. Amer. Chem. Soc.91, 4331 (1969).

    Google Scholar 

  17. Buchbauer G., Monatsh. Chem.109, 289 (1978).

    Google Scholar 

  18. Gilman H., Organic Syntheses Coll Vol.I, 158 (1948).

    Google Scholar 

  19. Corey E. J.,Suggs J. W., Tetrahedron Lett.1975, 2647.

  20. Henderson G. G., Mair J. A., J. Chem. Soc.123, 1157 (1924).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institut für Pharmazeutische Chemie, Universität Wien, A-1090, Wien, Österreich

    Gerhard Buchbauer, Susanne Freudenreich & Christine Hampl

  2. Institut für Organische Chemie, Universität Wien, A-1090, Wien, Österreich

    Ernst Haslinger & Wolfgang Robien

Authors
  1. Gerhard Buchbauer
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Susanne Freudenreich
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Christine Hampl
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Ernst Haslinger
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Wolfgang Robien
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Herrn Prof. Dr.U. Schmidt mit den besten Wünschen zum 60. Geburtstag gewidmet.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Buchbauer, G., Freudenreich, S., Hampl, C. et al. Zur Reaktion von Camphen mit unterchloriger Säure. Monatsh Chem 115, 509–517 (1984). https://doi.org/10.1007/BF00810012

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00810012

Keywords

Search

Navigation