Mass-Spectrometric Study on Ion-Molecule Reactions of CF3+ with Monosubstituted Benzenes Carrying a Hydroxy or Alkoxy Group at Near-Thermal Energies

Article abstract of DOI:10.1246/bcsj.69.147

The gas-phase ion-molecule reactions of CF₃⁺ with monosubstituted benzenes carrying a hydroxy or alkoxy group [PhX: X=OH, CH₂OH, CH₂CH₃OH, CH(OH)CH₃, OCH₃, and OC₂H₅] have been studied at near-thermal energies using an ion-beam apparatus. The major product channels are electrophilic addition on the O-atom, followed by loss of CF₃OH, for ROH (R = Ph, PhCH₂, PhCH₂CH₂, PhCHCH₃); while they are electrophilic addition to a ring and a substituent, followed by molecular eliminations such as HF, C₂H₄, and PhF, for PhOCH₃ and PhOC₂H₅. As a minor product channel, charge transfer is found for PhOH, PhOCH₃, and PhOC₂H₅. The reaction mechanism is discussed based on product ion distributions and theoretical calculations of the potential energies of reaction pathways.