Electrophilic Substitution at Saturated Carbon. XXIV. Trifluoromethyl as a Carbanion-Stabilizing Group

DJ Cram, AS Wingrove

Index: Cram,D.J.; Wingrove,A.S. Journal of the American Chemical Society, 1964 , vol. 86, p. 5490 - 5496

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Citation Number: 8

Abstract

Two systems have been prepared for study of the stereochemical course of the base- catalyzed hydrogendeuterium exchange at carbon attached to a trifluoromethyl group. Optically active 2-methyl-3-phenyl-1, 1, 1-trifluoropropane (I), and the same compound deuterated in the 2-position, and optically active 2-phenyl-l, 1, 1-trifluorobutane (11), and its deuterated counterpart (2-position), were examined. In tert-butyl alcohol-0-d at 121',(+)-Ih ...