Issue 4, 1980

Electron spin resonance studies. Part 58. The formation and reactions of some aliphatic radical-cations in aqueous solution

Abstract

Evidence is presented that reaction of Cl2˙ with vinyl ethers proceeds via the formation of the radical-cations of the parent compounds. These species are not directly detectable by e.s.r., but the spectra of radicals formed in one or more of three further reactions have been characterized. These reactions are hydration, addition to the parent molecule, and deprotonation [e.g., CH2[double bond, length half m-dash]CHOEt+˙(from ethyl vinyl ether) yields the hydroxylated radicals ˙CH(OEt)CH2OH and ˙CH2CH(OH)OEt and the ‘dimer’ radical ˙CH(OEt)CH2CH2CH(OH)OEt]. It has been confirmed that analogous radical-cations are also formed during the reactions of the hydroxyl radical with enol ethers at low pH and by elimination reactions of radicals of the type ˙CH(OR)CH2X (with X = Cl, OH, or OMe). It is shown that furan is an effective spin trap for the radical-cations involved in these reactions.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1980, 647-656

Electron spin resonance studies. Part 58. The formation and reactions of some aliphatic radical-cations in aqueous solution

B. C. Gilbert, R. O. C. Norman and P. S. Williams, J. Chem. Soc., Perkin Trans. 2, 1980, 647 DOI: 10.1039/P29800000647

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements