Ethylene bromonium and 1-bromoethyl cations and their neutral and anionic counterparts

A tandem mass spectrometry study of dissociations and gas phase redox reactions

Jianglin Wu, Sarka Beranova, Michael J. Polce, Chrys Wesdemiotis

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

The unimolecular chemistry of ethylene bromonium cation (cyclo-CH2CH2Br+, 1+) and 1-bromoethyl cation (CH3CH+Br, 2+) has been probed by metastable ion (MI) characteristics, collisionally activated dissociation (CAD) and neutral fragment reionization (NfR). These isomers undergo many common decompositions but can, nevertheless, be distinguished based on the structurally indicative CH3 vs. CH2 losses. Neutralization-reionization (NR) experiments have further shown that the gas phase reduction of 1+ and 2+ leads to 2-bromoethyl (CH2CH2Br, 3) and 1-bromoethyl (CH3ĊHBr, 2) radicals, respectively, both of which are stable species. However, from the incipient C2H4Br- anions emerging upon charge reversal of 1+ and 2+, only CH3CH-Br (2-) is found to be a bound anion.

Original languageEnglish (US)
Pages (from-to)431-435
Number of pages5
JournalJournal of the Chemical Society. Perkin Transactions 2
Issue number2
StatePublished - Feb 1 1998
Externally publishedYes

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Redox reactions
Anions
Mass spectrometry
Cations
Gases
Isomers
Ions
Decomposition
Experiments
ethylene

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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title = "Ethylene bromonium and 1-bromoethyl cations and their neutral and anionic counterparts: A tandem mass spectrometry study of dissociations and gas phase redox reactions",
abstract = "The unimolecular chemistry of ethylene bromonium cation (cyclo-CH2CH2Br+, 1+) and 1-bromoethyl cation (CH3CH+Br, 2+) has been probed by metastable ion (MI) characteristics, collisionally activated dissociation (CAD) and neutral fragment reionization (NfR). These isomers undergo many common decompositions but can, nevertheless, be distinguished based on the structurally indicative •CH3 vs. CH2 losses. Neutralization-reionization (NR) experiments have further shown that the gas phase reduction of 1+ and 2+ leads to 2-bromoethyl (•CH2CH2Br, 3) and 1-bromoethyl (CH3ĊHBr, 2) radicals, respectively, both of which are stable species. However, from the incipient C2H4Br- anions emerging upon charge reversal of 1+ and 2+, only CH3CH-Br (2-) is found to be a bound anion.",
author = "Jianglin Wu and Sarka Beranova and Polce, {Michael J.} and Chrys Wesdemiotis",
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T1 - Ethylene bromonium and 1-bromoethyl cations and their neutral and anionic counterparts

T2 - A tandem mass spectrometry study of dissociations and gas phase redox reactions

AU - Wu, Jianglin

AU - Beranova, Sarka

AU - Polce, Michael J.

AU - Wesdemiotis, Chrys

PY - 1998/2/1

Y1 - 1998/2/1

N2 - The unimolecular chemistry of ethylene bromonium cation (cyclo-CH2CH2Br+, 1+) and 1-bromoethyl cation (CH3CH+Br, 2+) has been probed by metastable ion (MI) characteristics, collisionally activated dissociation (CAD) and neutral fragment reionization (NfR). These isomers undergo many common decompositions but can, nevertheless, be distinguished based on the structurally indicative •CH3 vs. CH2 losses. Neutralization-reionization (NR) experiments have further shown that the gas phase reduction of 1+ and 2+ leads to 2-bromoethyl (•CH2CH2Br, 3) and 1-bromoethyl (CH3ĊHBr, 2) radicals, respectively, both of which are stable species. However, from the incipient C2H4Br- anions emerging upon charge reversal of 1+ and 2+, only CH3CH-Br (2-) is found to be a bound anion.

AB - The unimolecular chemistry of ethylene bromonium cation (cyclo-CH2CH2Br+, 1+) and 1-bromoethyl cation (CH3CH+Br, 2+) has been probed by metastable ion (MI) characteristics, collisionally activated dissociation (CAD) and neutral fragment reionization (NfR). These isomers undergo many common decompositions but can, nevertheless, be distinguished based on the structurally indicative •CH3 vs. CH2 losses. Neutralization-reionization (NR) experiments have further shown that the gas phase reduction of 1+ and 2+ leads to 2-bromoethyl (•CH2CH2Br, 3) and 1-bromoethyl (CH3ĊHBr, 2) radicals, respectively, both of which are stable species. However, from the incipient C2H4Br- anions emerging upon charge reversal of 1+ and 2+, only CH3CH-Br (2-) is found to be a bound anion.

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