Journal ArticleDOI
Enthalpies of transfer of transition states in the Menshutkin reaction from a polar protic to a dipolar aprotic solvent
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This article is published in Journal of Organic Chemistry.The article was published on 1971-07-01. It has received 41 citations till now. The article focuses on the topics: Menshutkin reaction & Transition state.read more
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Journal ArticleDOI
Environmentally benign electrophilic and radical bromination 'on water': H2O2-HBr system versus N-bromosuccinimide
TL;DR: In this paper, a H 2 O 2 -HBr system and N -bromosuccinimide in an aqueous medium were used as a green approach to electrophilic and radical bromination, and several activated and less activated aromatic molecules, phenylsubstituted ketones and styrene were efficiently brominated "on water" using both systems at ambient temperature and without an added metal or acid catalyst.
Book ChapterDOI
Physical Organic Chemistry of Reactions in Dimethyl Sulphoxide
E. Buncel,H. Wilson +1 more
TL;DR: In this paper, the use of dimethyl sulphoxide (DMSO) as an "inert" solvent in mechanistic investigations of heterolytic reactions and illustrates the methods developed for mechanistic study in dipolar aprotic media.
Journal ArticleDOI
Solvent reorganisation as the driving force for rate changes of Menschutkin reactions in an ionic liquid
TL;DR: The effect on the rate of reaction of each of a series of Menschutkin processes on changing from a molecular solvent to an ionic liquid was investigated and the rate acceleration observed at room temperature could be attributed to the change in the entropy of the system on reaching the transition state.
Book ChapterDOI
Quaternization of Heteroaromatic Compounds: Quantitative Aspects
TL;DR: In this paper, the main electronic and steric factors of heteroaromatic nucleophilic reactants that influence their reactivity are discussed, as well as recent important developments dealing with quaternization of annular nitrogen atoms of heterocyclic compounds.
Related Papers (5)
Electronic effects on the Menshutkin reaction. A complete kinetic and thermodynamic dissection of alkyl transfer to 3- and 4-substituted pyridines
Edward M. Arnett,Ronald Reich +1 more
Solvation of ions. XVIII. Protic-dipolar aprotic solvent effects on the free energies, enthalpies, and entropies of activation of an SNAr reaction
B. G. Cox,A. J. Parker +1 more