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In Situ SIMS and IR Spectroscopy of Well-defined Surfaces Prepared by Soft Landing of Mass-selected Ions
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Radiative stabilization of trimethylsilyl adduct ions.

R Orlando1, D P Ridge, B Munson

  • 1Department of Chemistry and Biochemistry, University of Delaware, 19716, Newark, DE.

Journal of the American Society for Mass Spectrometry
|November 20, 2013
PubMed
Summary

Ketones and phenol form adduct ions with trimethylsilyl ions via stabilized addition. This differs from alcohols and ethers, which use a two-step reaction pathway for adduct formation.

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Area of Science:

  • Chemical kinetics
  • Ion-molecule reactions
  • Mass spectrometry

Background:

  • Trimethylsilyl ions are reactive intermediates in chemical analysis.
  • Understanding ion-molecule reaction mechanisms is crucial for interpreting mass spectrometry data.
  • Aliphatic alcohols and ethers exhibit distinct reaction pathways with electrophilic ions.

Purpose of the Study:

  • To investigate the reaction mechanism of trimethylsilyl ions with ketones and phenol.
  • To compare the adduct ion formation pathways of ketones/phenol with those of aliphatic alcohols/ethers.
  • To determine the pressure dependence of trimethylsilyl ion addition to acetone.

Main Methods:

  • Ion cyclotron resonance (ICR) spectroscopy was employed to study ion-molecule reactions.
  • Second-order rate constants were measured at varying pressures.
  • Adduct ion formation was monitored under specific experimental conditions.

Main Results:

  • Ketones and phenol react with trimethylsilyl ions through stabilized addition reactions (radiative or collisional).
  • Aliphatic alcohols and ethers react with trimethylsilyl ions via a rapid two-step process.
  • Rate constants for trimethylsilyl ion addition to acetone were pressure-independent within the studied range (3-50 x 10(-7) torr).
  • Adduct ions [M+73](+) formation with acetone is primarily driven by radiative stabilization.

Conclusions:

  • The reaction mechanism of trimethylsilyl ions differs significantly between carbonyl compounds (ketones, phenol) and oxygen-containing compounds (alcohols, ethers).
  • Radiative stabilization is the dominant pathway for adduct ion formation in the reaction of trimethylsilyl ions with acetone under the experimental conditions.
  • Ion cyclotron resonance experiments provide valuable insights into the kinetics and mechanisms of ion-molecule reactions.