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Digitale Medien

Rates of hydrogen exchange and kinetic isotope effects in the reaction of p-nitrophenylnitromethane with amine bases in toluene solution: Absence of internal return (1990)

Kresge, A. J. ; Powell, M. F.

Chichester : Wiley-Blackwell

Journal of Physical Organic Chemistry 3 (1990), S. 55-61

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Details

ISSN: 0894-3230

Schlagwort(e): Organic Chemistry ; Physical Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie , Physik

Notizen: Rates of loss of tritium from p-nitrophenylnitromethane-α-t in toluene solution catalyzed by a series of amine bases show that hydrogen exchange in this system occurs at the same rate as ionization of the carbon acid, and that internal return is not taking place. This substantiates a previous suggestion that very large deuterium isotope effects reported for some of these reactions and attributed to extensive tunnelling were determined under conditions where the isotopic label was being lost and are therefore artifacts. This study provides isotope effects which are generally much smaller than those reported previously, but some tunnelling may still be taking place in some of these reactions.

Zusätzliches Material: 4 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/poc.610030111

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