Rates of Solvolysis of Phenyldimethylcarbinyl Chlorides Containing Meta Directing Substituents1, 2

Y Okamoto, T Inukai, HC Brown

Index: Okamoto et al. Journal of the American Chemical Society, 1958 , vol. 80, p. 4969,4971

Full Text: HTML

Citation Number: 34

Abstract

Rates of solvolysis in 90% aqueous acetone have been determined for m-and p-carboxyl-, nz-and p-carbomethoxy-, m-and p-carboethoxy-, m-and p-cyano, and m-and p- trifluoromethylphenyldimethylcarbinyl chlorides. In each case the para derivative solvolyzes at a slower rate than the related meta compound, corresponding to the meta orientation exhibited by these groups in electrophilic aromatic substitution. The decrease in solvolysis ...