The Journal of Organic Chemistry

Nucleophilic substitution at an acetylenic carbon. Kinetics of the reaction between bromoacetylene and triethylamine in dimethylformamide

SI Miller, R Tanaka

Index: Tanaka,R.; Miller,S.I. Journal of Organic Chemistry, 1971 , vol. 36, p. 3856 - 3861

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Citation Number: 11

Abstract

Isolation of ethynyltriethylammonium bromide and chloride was achieved in the reaction between triethylamine and the respective monohaloacetylenes (1) in dry ether. The kinetics of the same reaction was studied in dimethylformamide (DMF). Because of the ready decomposition of 1 in air, a conductometric method of following the formation of 2 in a closed, oxygen-free system was devised. This conductance method could be used for ...

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