Skip to main content
SpringerLink
Log in

Mass spectra and peculiarities of the fragmentation of some substituted piperidines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

N-Substituted piperidines with R = CH2OCH3, (CH2)4COCH2, CH3COOC2H5, (CH2)2N(CH3)2, (CH2)2N(C2H5)2, N=0, CH3, H, COOC2H5, and OH were investigated by mass spectrometry. The ratios of the intensities of the peaks and the behavior of the amine fragments with exocyclic double bonds attached to the quaternary nitrogen atom that are formed from the molecular ion by detachment of a radical from the C2 atom and from the substituent attached to the nitrogen atom were studied. It is shown that the ratios of the intensities of the peaks of the amine fragments are determined both by the type of substituent and the energy of the ionizing electrons.

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

Literature cited

  1. A. I. Ermakov and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 1, 72 (1981).

    Google Scholar 

  2. R. A. Khmel'nitskii, N. A. Klyuev, S. B. Nikitina, and A. I. Vinogradova, Zh. Org. Khim., 7, 391 (1971).

    Google Scholar 

  3. W. I. Richter, I. G. Liehr, and A. L. Burlingame, Org. Mass Spectrom., 6, 443 (1972).

    Google Scholar 

  4. H. Budzikiewicz, C. Djerassi, and D. Williams, Interpretation of the Mass Spectra of Organic Compounds, Holden-Day, San Francisco (1964).

    Google Scholar 

  5. R. G. Kostyanovskii, A. P. Pleshkova, V. N. Voznesenskii, A. V. Prosyanik, G. K. Kadorkina, and V. F. Rudchenko, Khim. Geterotsikl. Soedin., No.5, 624 (1977).

    Google Scholar 

  6. K. Khafizov, Master's Dissertation, Moscow (1973).

  7. A. M. Duffield, H. Budzikiewicz, D. H. Williams, and C. Djerassi, J. Am. Chem. Soc., 87, 810 (1965).

    Google Scholar 

  8. V. G. Plekhanov, Master's Dissertation, Moscow (1972).

  9. H. E. Audier, Org. Mass Spectrom., 2, 283 (1969).

    Google Scholar 

  10. É. Ya. Zandberg, U. Kh. Rasulev, V. V. Takhistov, and M. R. Sharaputdinov, Teor. Éksp. Khim., No. 6, 776 (1970).

    Google Scholar 

  11. L. V. Gurevich, G. V. Karachevtsev, V. N. Kondrat'ev, Yu. A. Lebedev, V. A. Medvedev, V. K. Potapov, and Yu. S. Khodeev, Energies Required to Cleave Chemical Bonds. Ionization Potentials and Electron Affinities [in Russian], Nauka, Moscow (1974), p. 256.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Institute of Pharmaceutical Chemistry, 119021, Moscow

    A. I. Ermakov & Yu. N. Sheinker

Authors
  1. A. I. Ermakov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yu. N. Sheinker
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Communication 11 from the series “Application of mass spectrometry in structural and stereochemical studies.” See [1] for Communication 10.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 221–228, February, 1981.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ermakov, A.I., Sheinker, Y.N. Mass spectra and peculiarities of the fragmentation of some substituted piperidines. Chem Heterocycl Compd 17, 160–166 (1981). https://doi.org/10.1007/BF00507249

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00507249

Keywords

Search

Navigation