Die Reaktion von wässerigem Epichlorhydrin mit Hydroxid‐ und Phenolat‐Ionen
- 1 January 1966
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 49 (6) , 1743-1748
- https://doi.org/10.1002/hlca.19660490605
Abstract
The reactions of epichlorhydrin with hydroxide and phenolate ions in water are shown to proceed by the same mechanism as the reactions of other epoxides with nucleophilic reagents, and not by direct attack on the halogen‐substituted carbon. The effect of solvent composition on the linear free energy correlations, like the equation of SWAIN & SCOTT, is discussed on the basis of recent literature data.Keywords
This publication has 10 references indexed in Scilit:
- 104. The mechanism of epoxide reactions. Part VII. The reactions of 1,2-epoxybutane, 3,4-epoxybut-1-ene, 1,2-epoxy-3-chloropropane, and 1,2-epoxy-3-methoxypropane with chloride ion in water under neutral and acidic conditionsJournal of the Chemical Society, 1965
- Mechanisms Of Epoxide ReactionsChemical Reviews, 1959
- The Mechanism of Ethylene Oxide Formation from 2-Chloroethanol1,2Journal of the American Chemical Society, 1959
- The Reaction of Chlorohydrins and Hydroxide Ion in the Solvents H2O and D2O1,2Journal of the American Chemical Society, 1959
- Rate of Addition of the Nitrate Ion to the Ethylene Oxide Ring1Journal of the American Chemical Society, 1954
- Quantitative Correlation of Relative Rates. Comparison of Hydroxide Ion with Other Nucleophilic Reagents toward Alkyl Halides, Esters, Epoxides and Acyl Halides1Journal of the American Chemical Society, 1953
- THE CHEMISTRY OF ETHYLENE OXIDE: V. THE REACTION OF ETHYLENE OXIDE WITH HALIDE IONS IN NEUTRAL AND ACID SOLUTIONCanadian Journal of Chemistry, 1952
- Cinétique de la réaction entre la chlorhydrine de l'éthyléne et l'hydroxyde de sodium et de la réaction inverseHelvetica Chimica Acta, 1944
- Cinétique de la réaction entre la chlorhydrine de l′éthylène et l′hydroxyde de sodiumHelvetica Chimica Acta, 1941
- KINETIC STUDIES ON ETHYLENE OXIDESJournal of the American Chemical Society, 1929