The Effect of Coplanarity on the Rates of Solvolysis of Several t-Cumyl Chloride Derivatives. Electrophilic Substituent Constants for Polycyclic Aromatics1, 2
HC Brown, T Inukai
Index: Brown,H.C.; Inukai,T. Journal of the American Chemical Society, 1961 , vol. 83, p. 4825 - 4829
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Citation Number: 14
Abstract
The influence of coplanarity on the rates of solvolysis has been investigated by the synthesis of and rate studies on a number of derivatives of t-cumyl chloride: 2-fluorenyl-, 5-coumaranyl- and 5-thiocoumaranyldirnethylcarbinyl chlorides, and o-methyl-p-phenyl and o-methyl-p- methoxy-t-cumyl chlorides. 2-Fluorenyldimethylcarbinyl chloride undergoes solvolysis in 90% acetone at 26'at a rate 173 that of t-cumyl chloride, whereas the related p-phenyl-t- ...
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