Revision of the αH₂ value for N,N-dialkylhydroxylamines based on kinetic and spectroscopic measurements

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DOIResolve DOI: http://doi.org/10.1039/b102247o
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TypeArticle
Journal titleJournal of the Chemical Society, Perkin Transactions 2
Issue9
Pages16311633; # of pages: 3
AbstractKinetic solvent effects on hydrogen-atom abstraction from N,N-diethylhydroxylamine and N,N-dibenzylhydroxylamine by the 2,2-diphenyl-1-picrylhydrazyl radical (DPPH˙) indicated that these compounds are much weaker hydrogen-bond donors than implied by the currently accepted αH₂ value of 0.453. Lower αH₂ values were also obtained by monitoring 1 ∶ 1 complex formation with two strong hydrogen-bond acceptors, HMPA and DMSO, in tetrachloromethane using IR spectroscopy. It is concluded that the αH₂ value for sterically non-hindered N,N-dialkylhydroxylamines should be revised downward to 0.29.
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LanguageEnglish
AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences
Peer reviewedNo
NPARC number12338156
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Record identifierb54a2aa9-38d6-4a99-ad19-0794c9d8c743
Record created2009-09-10
Record modified2016-05-09
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