The Journal of Organic Chemistry

Electronic effects in elimination reactions. VIII. E2 reaction of 2-arylethyl fluorides

CH DePuy, AL Schultz

Index: DePuy,C.H.; Schultz,A.L. Journal of Organic Chemistry, 1974 , vol. 39, # 7 p. 878 - 881

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Citation Number: 27

Abstract

The rates of bimolecular elimination from a series of l-fluoro-2-arylethanes, l, l-difluoro-2- arylethanes, and l, l, l-trifluoro-2-arylethanes have been measured in tert-butyl alcohol using potassium tert-butoxide as the base. The absolute rate of the reaction and the Hammett p value for the elimination both increase with the number of fluorines. Values for the latter are+ 3.24 for the fluoride,+ 3.56 for the difluoride, and+ 4.04 for the trifluoride, indicating that the ...

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