CnH2nCl+ ion formation in electron impact MS conditions: A theoretical study

Zoltán Benko, Noémi Göröcs, László Könczöl, L. Nyulászi, D. Szieberth, József Balla

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The mass spectral fragmentation of different 1-chloroalkanes (of the 1-chlorohexane-1-chlorooctadecane series) has been investigated, quantifying the relative abundance of the fragment ions. The base peak is dominantly at m/z 91, 93 in each investigated case, although with the increasing chain length, its contribution to the total ion current exhibits some reduction. Among the possible fragmentation products, the five-membered chloronium containing ring is the most stable as measured by an isodesmic reaction, although the six-and seven-membered rings exhibit only slightly reduced stability. The most stable structure of the 1-chlorohexane radical cation has a hydrogen bonded structure with the involvement of chlorine and the HC(δ), pre-forming the five-membered cationic ring. Accordingly, among the reactions leading to alkyl (or H) radical and a chloronium containing ring, this transition structure has the lowest energy, providing explanation for the experimental observations.

Original languageEnglish
Pages (from-to)659-665
Number of pages7
JournalStructural Chemistry
Volume25
Issue number2
DOIs
Publication statusPublished - 2014

Fingerprint

electron impact
Ions
Electrons
rings
Chlorine
Chain length
Cations
Hydrogen
fragmentation
ions
ion currents
chlorine
fragments
cations
1-chlorohexane
hydrogen
products
octadecyl chloride
energy

Keywords

  • 1-Chloroalkanes
  • DFT calculations
  • Hydrogen bond
  • Mass spectral fragmentation

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

Cite this

CnH2nCl+ ion formation in electron impact MS conditions : A theoretical study. / Benko, Zoltán; Göröcs, Noémi; Könczöl, László; Nyulászi, L.; Szieberth, D.; Balla, József.

In: Structural Chemistry, Vol. 25, No. 2, 2014, p. 659-665.

Research output: Contribution to journalArticle

Benko, Zoltán ; Göröcs, Noémi ; Könczöl, László ; Nyulászi, L. ; Szieberth, D. ; Balla, József. / CnH2nCl+ ion formation in electron impact MS conditions : A theoretical study. In: Structural Chemistry. 2014 ; Vol. 25, No. 2. pp. 659-665.
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AU - Szieberth, D.

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