Chemistry of acetylenic ethers XLVI: Addition of thiols to acetylenic ethers

HJ Alkema, JF Arens

Index: Alkema,H.J.; Arens,J.F. Recueil des Travaux Chimiques des Pays-Bas, 1960 , vol. 79, p. 1257 - 1281

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Citation Number: 27

Abstract

Many addition-reactions of acetylenic ethers have been studied 1 in the past. In accordance with the expected polarisation of ethoxy- ethyne (I) 2 it was found that nucleophilic reagents always become attached to the acarbon atom, whereas electrophilic reagents interact with the p-carbon atom. The acid-catalysed additions of water, alcohols, etc. also fit into this picture because the catalysing electro- philic hydrogen ion becomes bound to the p-carbon atom.