Acid−Base Equilibria in Nonpolar Media. 1. A Spectrophotometric Method for Acidity Measurements in Heptane

Acid−Base Equilibria in Nonpolar Media. 1. A Spectrophotometric Method for Acidity Measurements in Heptane

A UV−vis spectrophotometric method for measurements of relative acidities in heptane has been developed. The phosphazene base t-BuP4 is used as the deprotonating agent. Its protonated form is a good counterion for the anions of the acids because it is bulky, has delocalized charge, and therefore doe...

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Veröffentlicht in:Journal of organic chemistry 1997-11, Vol.62 (24), p.8479-8483
Hauptverfasser: Leito, Ivo, Rodima, Toomas, Koppel, Ilmar A, Schwesinger, Reinhard, Vlasov, Vladislav M
Format: Artikel
Sprache:eng
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Zusammenfassung:A UV−vis spectrophotometric method for measurements of relative acidities in heptane has been developed. The phosphazene base t-BuP4 is used as the deprotonating agent. Its protonated form is a good counterion for the anions of the acids because it is bulky, has delocalized charge, and therefore does not have specific interactions with the anions. A self-consistent scale of relative acidities in heptane spanning for 3 pK a units has been constructed.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo9713013