Journal ArticleDOI
An improved scale of solvent nucleophilicity based on the solvolysis of the S-methyldibenzothiophenium ion
About:
This article is published in Journal of Organic Chemistry.The article was published on 1991-03-01. It has received 178 citations till now. The article focuses on the topics: Scale (ratio) & Solvolysis.read more
Citations
More filters
Journal ArticleDOI
Nucleophilic solvent intervention in the solvolysis of 2‐aryl‐2‐Chloropropanes. An example to demonstrate the advantage of using the YBnCl scale in correlation analysis
TL;DR: The advantage of using the Y BaCl scale over the Y Cl scale in Grunwald-Winstein type correlation analysis was demonstrated by the kinetic evidence of a significant nucleophilic solvent intervention in the solvolysis of 2-aryl-2-chloropropanes as discussed by the authors.
Journal ArticleDOI
Calculated Third Order Rate Constants for Interpreting the Mechanisms of Hydrolyses of Chloroformates, Carboxylic Acid Halides, Sulfonyl Chlorides and Phosphorochloridates
TL;DR: In this paper, a unified framework is discussed, in which there are two reaction channels, an SN1-SN2 spectrum and an SN2-SN3 spectrum, for solvolytic reactions in a wide range of compositions of acetone-water mixtures, and are shown to be either approximately constant or correlated with the Grunwald-Winstein Y parameter.
Journal ArticleDOI
Correlation of the Rates of Solvolysis of Two Arenesulfonyl Chlorides and of trans-β-Styrenesulfonyl Chloride – Precursors in the Development of New Pharmaceuticals
Zoon Ha Ryu,Sang Wok Lee,Malcolm J. D'Souza,Lamia Yaakoubd,Samantha E. Feld,Dennis N. Kevill +5 more
TL;DR: A good correlation was obtained over the full range of solvents when the extended Grunwald-Winstein equation was applied and an SN2 process is proposed for trans-β-styrenesulfonyl chloride.
Journal ArticleDOI
A design to prevent floating within the N scale of nucleophilicity
TL;DR: In this article, two nucleophilicity scales (N′ and N″) including 96 nucleophiles, spanning 1017 in rate constant, have been constructed directly from experimental rate constants for reactions of dianisyl or dimethylaminobenzhydrylium cations in dichloromethane at 20°C.
Journal ArticleDOI
Ionizing power and nucleophilicity in water in oil AOT-based microemulsions.
TL;DR: The values of the rate constants at the interface of the microemulsions have allowed the solvent ionizing power and the nucleophilicity of the solvent to be obtained by means of the Grunwald-Winstein equation.