Journal of Analytical Chemistry

, Volume 72, Issue 14, pp 1383–1389 | Cite as

Features of the First and Second Order Electrospray Ionization Mass Spectra for Salt-Like Products Derived from Monools and Diols Using Combined Reagents Based on ω-Bromoacyl Chlorides and Nitrogen Bases

  • V. V. Ilyushenkova
  • L. N. Kulikova
  • R. S. BorisovEmail author
  • V. G. Zaikin


Derivatization by composite reagents based on ω-bromoacyl chlorides [ClCO(C2) n Br (n = 1–4)] and pyridine was applied to study aliphatic and alicyclic alcohols and diols by ordinary and tandem electrospray ionization (ESI) mass spectrometry. The applied derivatization involves the simultaneous acylation of hydroxyl groups with an acyl chloride moiety and the quaternization of pyridine with a terminal bromoalkyl group. Under the ESI conditions, quaternary salts produce corresponding mono and diammonium cations, which are detected in the first-order mass spectra. Collision-induced dissociation (CID) of primary cations generated from monool derivatives gives rise to ammonium cations of the corresponding acids HOOC(CH2) n –N+(C5H5). The CID of primary dications affords the same cations which are also eliminated from dications to form mono-charged fragments.


electrospray ionization first and second order mass spectra monools diols steroid alcohols ω- bromoacyl chlorides pyridine 


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  1. 1.
    Zaikin, V. and Halket, J., Handbook of Derivatives for Mass Spectrometry, Chichester: IMPublications, 2009.Google Scholar
  2. 2.
    Wang, P., Zhang, Q., Yao, Yu., and Giese, R.W., J. Am. Soc. Mass Spectrom., 2015, vol. 26, no. 10, p. 1713.CrossRefGoogle Scholar
  3. 3.
    Borisov, R.S., Polovkov, N.Yu., Zhilyaev, D.I., and Zaikin, V.G., J. Anal. Chem., 2015, vol. 70, no. 13, p. 1542.CrossRefGoogle Scholar
  4. 4.
    Borisov, R.S., Zhilyaev, D.I., Polovkov, N.Yu., and Zaikin, V.G., Rapid Commun. Mass Spectrom., 2014, vol. 28, no. 21, p. 2231.CrossRefGoogle Scholar
  5. 5.
    Zhilyaev, D.I., Borisov, R.S., Polovkov, N.Yu., and Zaikin, V.G., Eur. J. Mass Spectrom., 2016, vol. 22, no. 3, p. 151.CrossRefGoogle Scholar
  6. 6.
    Kozlov, A.V., Borisov, R.S., and Zaikin, V.G., J. Anal. Chem., 2016, vol. 71, no. 14, p. 1294.CrossRefGoogle Scholar
  7. 7.
    Borisov, R.S., Zakirov, M.I., Ovcharov, M.V., and Zaikin, V.G., J. Anal. Chem., 2013, vol. 68, no. 14, p. 1183.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  • V. V. Ilyushenkova
    • 1
  • L. N. Kulikova
    • 2
  • R. S. Borisov
    • 1
    • 2
    Email author
  • V. G. Zaikin
    • 1
  1. 1.Topchiev Institute of Petrochemical SynthesisRussian Academy of SciencesMoscowRussia
  2. 2.People’s Friendship University of Russia (RUDN University)MoscowRussia

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