✦ LIBER ✦

The Reaction of Methyl Tosylate with Halide Ions in Pyridine-Dimethylformamide

✍ Scribed by Paul Müller; Bernard Siegfried

Publisher: John Wiley and Sons
Year: 1971
Tongue: German
Weight: 495 KB
Volume: 54
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19710540831

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✦ Synopsis

Abstract

The reactivity of the lithium halides in 83.3% pyridine‐dimethylformamide changes from Cl^−^ > Br^−^ > I^−^ to Br^−^ > I^−^ to Br^−^ > I^−^ > Cl^−^ with increasing concentration of the salt from 0 to 0.35 M. This behaviour is explained by ion pairing which reduces the concentration of reactive free nucleophiles. Equilibrium constants K for ion pair dissociation and rate constants k~2~ for the reaction of the free nucleophiles were determined from the variation of the observed rate constant with the total halide concentration and from conductivity measurements.

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