Redox and acidity properties of alkyl- and arylamine radical cations and the corresponding aminyl radicals

Download
  1. Get@NRC: Redox and acidity properties of alkyl- and arylamine radical cations and the corresponding aminyl radicals (Opens in a new window)
DOIResolve DOI: http://doi.org/10.1021/jp961286q
AuthorSearch for: ; Search for: ; Search for:
TypeArticle
Journal titleThe Journal of Physical Chemistry
ISSN00223654
Volume100
Issue44
Pages1753917543; # of pages: 5
AbstractIn this work the pKas of six alkyl- and arylamine radical cations in aqueous solution have been determined by means of laser flash photolysis. The corresponding N-nitrosamines were used as precursors for the aminyl radicals which, upon protonation, formed the amine radical cations. The following pKas were obtained:  3.6 ± 0.2, 7.6 ± 0.3, 6.8 ± 0.5, 5.3 ± 0.5, 5.5 ± 0.5, and 5.8 ± 0.5 for the radical cations of diphenylamine, N-methylaniline, dimethylamine, diethylamine, pyrrolidine, and piperidine, respectively. In addition, the peak oxidation potentials of diphenylamine, N-methylaniline, aniline, diethylamine, pyrrolidine, and piperidine have been measured in aqueous solution and in acetonitrile using cyclic voltammetry. Furthermore, the one-electron reduction potentials of the diphenylaminyl radical and the N-methylanilinyl radical in acetonitrile were measured using photomodulation voltammetry. The results of this study and of previously published studies are discussed in terms of relative substituent and solvent effects.
Publication date
AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences
Peer reviewedNo
Identifier10294326
NPARC number12327615
Export citationExport as RIS
Report a correctionReport a correction
Record identifier9efce8ec-d205-47a5-a62a-86552ecb7f8b
Record created2009-09-10
Record modified2016-05-09
Bookmark and share
  • Share this page with Facebook (Opens in a new window)
  • Share this page with Twitter (Opens in a new window)
  • Share this page with Google+ (Opens in a new window)
  • Share this page with Delicious (Opens in a new window)