The specific rates of solvolysis of chloromethyl phenyl sulfide [(phenylthio)methyl chloride] and its p-chloro-derivative have been determined at 0.0 °C in a wide range of hydroxylic solvents, including several containing a fluroalcohol. Treatment in terms of a two-term Grunwald-Winstein equation, incorporating terms based on solvent ionizing power (Y(Cl)) and solvent nucleophilicity (N(T)) suggest a mechanism similar to that for the solvolyses of tert-butyl chloride, involving in the rate-determining step a nucleophilic solvation of the incipient carbocation in an ionization process. A previous suggestion, that a third-term governed by the aromatic ring parameter (I) is required, is shown both for the new and for the previously studied related substrates to be an artifact, resulting from an appreciable degree of multicollinearity between I values and a linear combination of N(T) and Y(Cl) values.

中文翻译：

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亲核参与（芳硫基）甲基氯化物和衍生物的溶剂分解：Grunwald-Winstein 方程的简单和扩展形式的应用

氯甲基苯硫醚 [(苯硫基) 甲基氯] 及其对氯衍生物的具体溶剂分解速率已在 0.0 °C 下在多种羟基溶剂中测定，包括几种含有氟醇的溶剂。根据两项 Grunwald-Winstein 方程进行处理，结合基于溶剂电离能力 (Y(Cl)) 和溶剂亲核性 (N(T)) 的项，表明其机制类似于叔丁基氯的溶剂分解，在速率决定步骤中涉及在电离过程中初始碳正离子的亲核溶剂化。先前的建议，即需要由芳环参数 (I) 控制的第三项，对于新的和先前研究的相关底物都显示为人工产物，