Number and Structure of Solvolysis Intermediates. Part 2. A Novel Example of the Common Ion Rate Depression Arising at the Stage of the Second Ion Pair …

T Kinoshita, K Shibayama, M Itoh…

Index: Kinoshita, Tomomi; Shibayama, Koichi; Itoh, Masaaki; Takeuchi, Ken'ichi Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 6 p. 1727 - 1731

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Abstract

The solvolysis of 2, 2-dimethyl-1-(p-methoxyphenyl) propyl p-nitrobenzoate in phenol provides a novel example of the common ion salt effect (rate depression) which arises at the stage of the second ion pair intermediate (Int-2; the rear-side shielded ion pair intermediate), not the dissociated (free) carbocation intermediate as generally supposed so far. This example demonstrates that “the common ion rate depression” could not give evidence for ...