Kinetics, isotope rate effect, and mechanism of dehydrobromination of cis-1, 2-dibromoethylene with triethylamine in dimethylformamide

WK Kwok, WG Lee, SI Miller

Index: Kwok,W.K. et al. Journal of the American Chemical Society, 1969 , vol. 91, p. 468 - 476

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Citation Number: 16

Abstract

Abstract: The reaction between cis-dibromoethylene and triethylamine in dimethylformamide (DMF) is one of elimination rather than displacement. The probable first product is monobromoacetylene. The activation parameters for this second-order reaction are AH*= 18.1 kcal/mol and AS*=-32 eu. The isotopeeffectforelimina-tion is kI,/kD= 1.00, and there is neither rate retardation nor hydrogen exchange with cis-dibromoethylene, when ...

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