Skip to main content
SpringerLink
Log in

Use of the Mass Spectrum–Compound Fragment Composition Database in the Determination of the Structure of Organic Compounds

  • Published:
Journal of Analytical Chemistry Aims and scope Submit manuscript

Abstract

A mass spectral database in which structural formulas are presented as nonisomorphic connected k-vertex fragments (2 ≤ k ≤ 7) is used for identifying the structure of organic compounds. It is shown with the example of a test sample of 13  000 mass spectra of various organic compounds that up to half the fragments of an unknown analyte can be identified in 50% of cases. Relationships between the correctly and erroneously identified data are given.

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. Warr, W.A., Anal. Chem., 1993, vol. 65, p. 1045.

    Google Scholar 

  2. Lebedev, K.S. and Cabrol-Bass, D., J. Chem. Inf. Comput. Sci., 1998, vol. 38, p. 410.

    Google Scholar 

  3. Haraki, K.S., Venkataraghavan, R., and McLafferty, F.W., Anal. Chem., 1981, vol. 53, p. 386.

    Google Scholar 

  4. Domokos, W.L. and Hennederg, D., Anal. Chim. Acta, 1983, vol. 150, p. 37.

    Google Scholar 

  5. Kirshanskii, S.P., Lebedev, K.S., and Derendyaev, B.G., Zh. Anal. Khim., 1987, vol. 42, p. 1092.

    Google Scholar 

  6. Pokrovskii, L.M. and Derendyaev, B.G., Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, 1989, no 4, p. 88.

  7. Stein, S.E., J. Am. Soc. Mass Spectrom., 1995, vol. 6, p.-644.

    Google Scholar 

  8. Neudert, R., Bremser, W., and Wagner, H., Org. Mass Spectrom., 1987, vol. 22, p. 321.

    Google Scholar 

  9. Lebedev, K.S. and Kirshanskii, S.P., Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, 1989, no. 4, p. 79.

  10. Cone, M.M., Venkataraghavan, R., and McLafferty, F.W., J. Anal. Chem., 1977, vol. 99, p. 7668.

    Google Scholar 

  11. Lebedev, K.S.,Tormyshev, V.M., Derendayev, B.G., and Koptyug, V.A., Anal. Chim. Acta, 1981, vol. 133, p. 517.

    Google Scholar 

  12. Scsibrany, H. and Varmuza, K., Fresenius' J. Anal. Chem., 1992, vol. 344, p. 220.

    Google Scholar 

  13. Lebedev, K.S., Zh. Anal. Khim., 1993, vol. 48, p. 851.

    Google Scholar 

  14. Varmuza, K. and Werter, W., Rapid Commun. Mass Spectrom., 1990, vol. 4, no. 5, p. 159.

    Google Scholar 

  15. Varmuza, K. and Werter, W., J. Chem. Inf. Comput. Sci., 1996, vol. 36, p. 323.

    Google Scholar 

  16. Bremser, W., Anal. Chim. Acta, 1978, vol. 103, p. 355.

    Google Scholar 

  17. Strokov, I.I., Lebedev, K.S., and Derendyaev, B.G., Zh. Strukt. Khim., 1996, vol. 37, p. 1128.

    Google Scholar 

  18. Gray, N.A., Computer-Assisted Structure Elucidation, New York: Wiley, 1986.

    Google Scholar 

  19. Piottukh-Peletskii, V.N., Korobeinicheva, I.K., and Derendyaev, B.G., Zh. Anal. Khim., 1999, vol. 54, p. 1020.

    Google Scholar 

  20. Piottukh-Peletsky, V.N., Korobeinicheva, I.K., Bogdanova T.F., Molodtsov S.G., and Derendyaev B.C., Anal. Chim. Acta, 2000, vol. 409, p. 181.

    Google Scholar 

  21. Piottukh-Peletsky, V.N. and Derendyaev, B.G., Anal. Chim. Acta, 2000, vol. 396, p. 99.

    Google Scholar 

  22. Derendyaev, B.G., Piottukh-Peletskii, V.N., Nekhoroshev, S.A., Kirshanskii, S.P., Bogdanova, T.F., and Makarov, L.I, Zh. Strukt. Khim., 1999, vol. 40, p. 728.

    Google Scholar 

  23. Lebedev, K.S., Piottukh-Peletskii, V.N., Derendyaev, B.G., and Koptyug, V.A., Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, 1982, no. 1, p. 105.

  24. Tabellen zur Strukturaufklaerung organischer Verbindungen mit spectroscopischen Methoden, Pretsch, E., Clerc, T., Seibl, J., and Simon, S., Eds., Berlin: Springer, 1986.

    Google Scholar 

  25. Zenkevich, I.G. and Ioffe, B.V., Interpretatsiya massspektrov organicheskikh soedinenii (Interpretation of Mass Spectra of Organic Compounds), Leningrad: Khimiya, 1986.

    Google Scholar 

  26. Dayringer, H.E., Pesyna, G.M., Venkataraghavan, R., and McLafferty, F.W., Org. Mass Spectrom., 1976, vol. 11, p. 529.

    Google Scholar 

  27. Venttsel', E.S., Teoriya veroyatnostei (Probability Theory), Moscow: Fizmatgiz, 1963, p. 58.

  28. Piottukh-Peletskii, V.N., Smirnov, V.I., Rumyantsev, A.K., and Derendyaev, B.G., Sib. Khim. Zh., 1993, vol. 3, p. 65.

    Google Scholar 

  29. Piottukh-Peletskii, V.N., Derendyaev, B.G., Molodtsov, S.G., and Bogdanova, T.F., Zh. Strukt. Khim., 1997, vol. 38, p. 791.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Siberian Division, Russian Academy of Sciences, Vorozhtsov Institute of Organic Chemistry, pr. Akademika Lavrent'eva 9, Novosibirsk, 630090, Russia

    B. G. Derendyaev, V. N. Piottukh-Peletskii, K. S. Chmutina & S. A. Nekhoroshev

Authors
  1. B. G. Derendyaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. N. Piottukh-Peletskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. K. S. Chmutina
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. S. A. Nekhoroshev
    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

Derendyaev, B.G., Piottukh-Peletskii, V.N., Chmutina, K.S. et al. Use of the Mass Spectrum–Compound Fragment Composition Database in the Determination of the Structure of Organic Compounds. Journal of Analytical Chemistry 57, 997–1005 (2002). https://doi.org/10.1023/A:1020969205967

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1020969205967

Keywords

Search

Navigation