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Journal ArticleDOI

An improved scale of solvent nucleophilicity based on the solvolysis of the S-methyldibenzothiophenium ion

Dennis N. Kevill, +1 more
- 01 Mar 1991 - 
- Vol. 56, Iss: 5, pp 1845-1850
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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.

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Journal ArticleDOI

Kinetic evaluation of the solvolysis of isobutyl chloro- and chlorothioformate esters.

TL;DR: Results obtained from correlation analysis using this linear free energy relationship (LFER) reinforce the previous suggestion that side-by-side addition–elimination and ionization mechanisms operate, and the relative importance is dependent on the type of chloro- or chlorothioformate substrate and the solvent.

Additional Solvent Ionizing Power Values for Binary Water

TL;DR: In this paper, the specific rates of solvolysis of 1-adamantyl bromide and 1- adamantyl iodide in 1,1, 1,3, 3,3-hexafluoro-2-propan ol-water mixtures, in conjunction with earlier reported values in 80% ethanol, were determined.
Journal ArticleDOI

Solvolysis of Styryliodonium Salt: Products, Rates, and Mechanisms

TL;DR: In this paper, the solvolysis of phenyl[E]-styryl]iodonium tetrafluoroborate in various solvents was examined at 50-70 °C by means of product and kinetic studies with the normal and labeled substrates.
Journal ArticleDOI

Chlorophosphate solvolyses. Evaluation of third-order rate laws and rate–product correlations for diphenyl phosphorochloridate in aqueous alcohols†

TL;DR: In this article, rate constants and product selectivities for diphenyl phosphorochloridate in aqueous ethanol and methanol have been determined, along with additional kinetic data for solvolyses in acetone water, D2O, MeOD, 2,2,2-trifluoroethanol-water, and CF3CH2OH-EtOH.
Journal ArticleDOI

Correlation of the rates of solvolysis of phenyl chlorodithioformate

TL;DR: In this paper, it was shown that the magnitude of l, m and h values associated with a change of solvent composition is able to predict the S N1 reaction mechanism, and the correlation is improved only slightly by additional parameters NT for solvent nucleophilicity and/or I for aromatic ring parameter.
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