Proton-transfer reactions. II. Effects of internal return on reactivity difference between alkoxide-promoted eliminations in tert-butyl alcohol and ethyl alcohol

HF Koch, W Tumas, R Knoll

Index: Koch, H. F.; Tumas, W.; Knoll, R. Journal of the American Chemical Society, 1981 , vol. 103, # 18 p. 5423 - 5429

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Citation Number: 26

Abstract

Abstract: Kinetics of alkoxide-promoted dehydrofluorination reactions are reported for the series C6H5CH2CH2F (I), Cs-HSCH2CHFz (11), C6H5CH2CF3 (III), and C6H5CH2CF2CF3 (V). Rates and activation parameters [(k X lo3 (M-'sl)(50 “C),(kcal mol-'), and AS*,(eu)] are respectively:(a) using potassium tert-butoxide in tert-butyl alcohol, I (1.88 X lo4,