Chemistry of Heterocyclic Compounds

, Volume 8, Issue 10, pp 1268–1273 | Cite as

Application of mass spectrometry in structural and stereochemical investigations

I. Mass spectra of β-quinuclidones and β-Benzo(b)quinuclidones
  • A. I. Ermakov
  • Yu. N. Sheinker
  • E. E. Mikhlina
  • L. I. Mastafanova
  • V. Ya. Vorob'eva
  • A. D. Yanina
  • L. N. Yakhontov
  • R. G. Kostyanovskii
Article
  • 28 Downloads

Abstract

The mass spectra of 3-quinuclidone, methyl 5-ketoquinuclidine-2-carboxylate, ethyl 3- and 5-ketoquinuclidine-2-carboxylates, benzo(b)-3-quinuclidone, and ethyl 3-ketobenzo(b)quinu-clidine-2-carboxylate were investigated. The fragmentation of the investigated compounds is realized through the open form of the molecular ion with cleavage of the bridge bond containing the carbonyl group and with subsequent elimination of carbon monoxide. The principal disintegration mechanisms were confirmed with isotope labels.

Keywords

Methyl Mass Spectrometry Ethyl Mass Spectrum Organic Chemistry 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    R. G. Kostyanovskii, Doctoral Dissertation [in Russian], Moscow (1968).Google Scholar
  2. 2.
    R. G. Kostyanovskii (Kostyanovsky), E. E. Mikhlina, E. I. Levkoeva, and L. N. Yakhontov, Org. Mass Spectrometry, 3, 1023 (1970).Google Scholar
  3. 3.
    E. E. Mikhlina, F. K. Turchin, V. Ya. Vorob'eva, A. I. Ermakov, R. G. Kostyanovskii, Yu. N. Sheinker, and L. N. Yakhontov, Dokl. Akad. Nauk SSSR, 195, 1337 (1970).Google Scholar
  4. 4.
    R. G. Kostyanovskii and Kh. Khafizov, Dokl. Akad. Nauk SSSR, 198, 363 (1971).Google Scholar
  5. 5.
    C. Djerassi, Advances in Mass Spectrometry, 4, 199 (1969).Google Scholar
  6. 6.
    J. H. Beynon, Mass Spectrometry and Its Application to Organic Chemistry, Elsevier (1960).Google Scholar
  7. 7.
    L. N. Yakhontov, L. I. Mastafanova, and M. V. Rubtsov, Zh. Obshch. Khim., 30, 519 (1960).Google Scholar
  8. 8.
    E. E. Mikhlina and M. V. Rubtsov, Zh. Obshch. Khim., 29, 118 (1969).Google Scholar
  9. 9.
    A. D. Yanina, E. E. Mikhlina, K. A. Zaitseva, M. D. Mashkovskii, and L. N. Yakhontov, Khim.-Farmats. Zh., 7 (1969).Google Scholar
  10. 10.
    L. N. Yakhontov and M. V. Rubtsov, Zh. Obshch. Khim., 29, 2343 (1959).Google Scholar

Copyright information

© Consultants Bureau 1974

Authors and Affiliations

  • A. I. Ermakov
    • 1
  • Yu. N. Sheinker
    • 1
  • E. E. Mikhlina
    • 1
  • L. I. Mastafanova
    • 1
  • V. Ya. Vorob'eva
    • 1
  • A. D. Yanina
    • 1
  • L. N. Yakhontov
    • 1
  • R. G. Kostyanovskii
    • 1
  1. 1.S.Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry InstituteMoscow

Personalised recommendations