Carbanions. II. Cleavage of Tetraalkylammonium Halides by Sodium in Dioxane1, 2

E Grovenstein Jr, EP Blanchard Jr…

Index: Grovenstein et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 4842,4847

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Citation Number: 17

Abstract

Quaternary ammonium salts react with sodium in boiling dioxane to give alkane and tertiary amine by reductive cleavage and olefin and tertiary amine by an accompanying Hofmann- type elimination. Tetramethylammonium halides, in addition to methane and trimethylamine, give small amounts of ethylene and ethyldimethylamine. Ethylene is also a minor component of the olefins produced from other quaternary ammonium halides having at ...