The extraction of alkoxide anions by quaternary ammonium phase transfer catalysis

Eckehard V. Dehmlow*, Rainer Thieser, Yoel Sasson, Ellinor Pross

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Only trace amounts of hydroxide ion can be extracted from aqueous solution into non-polar organic media by quaternary ammonium salts. Addition of small amounts of primary alcohols, particularly certain diols, dramatically changes the behaviour of systems, and surprising amounts of base can be found in the organic apolar phase. The competitive extraction halide/alkoxide was investigated for various ammonium salts. Quantitative measurements were carried out for the evaluation of selectivity constants for extraction of simple primary alkoxides by tetra-n-hexylammonium chloride in benzene.

Original languageEnglish
Pages (from-to)2927-2932
Number of pages6
JournalTetrahedron
Volume41
Issue number14
DOIs
StatePublished - 1985

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