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Original Articles

IMPORTANCE OF AMINE HYDROHALIDES IN ALCOHOLYSIS OF PHOSPHOROUS ACID AMIDES

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Pages 105-108 | Received 29 Oct 1986, Accepted 30 Apr 1987, Published online: 19 Dec 2006
 

Abstract

The data are presented on the rates of deuteromethanolysis of 2-fluoro-1,3,2-dioxaphosphorinane 1 in the presence of various bases differing in the basicity and of that of 2-amino-1,3,2-dioxaphosphorinanes 2–4 catalysed by hydrogen fluoride salts of different amines. The alcoholysis of the fluorophosphite 1 in the presence of imidazole, N-ethylaniline and 2,6-di-tert-butyl-4-methylpyridine proceeds slowly whereas alcoholysis of the amidoesters 3,4 catalysed by imidazole and N-ethylaniline hydrofluorides occurs rapidly even at room temperature. These data do not match the hypothesis that halophosphites are intermediates in the alcoholysis of amidophosphites in the presence of amine hydrohalides.

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