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Electron Spin Resonance Studies. Part 61. The Generation and Reactions of the t-Butoxyl Radical in Aqueous Solution

DOI: 10.1039/P29810001392

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 1392 - 1400 (1981)

Update date:2022-08-05

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Authors:

Gilbert, Bruce C.Gilbert, Bruce C.

Marshall, P. David R.Marshall, P. David R.

Norman, Richard O. C.Norman, Richard O. C.

Pineda, NelsonPineda, Nelson

Williams, Peter S.Williams, Peter S.

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Article abstract of DOI:10.1039/P29810001392

The t-butoxyl radical has been generated in aqueous solution from the reaction between Ti(III) and t-BuOOH in a flow system.Evidence is presented which indicates that, although the fragmentation of t-BuO(.) to Me(.) and acetone is rapid under these conditions (k > 10E6 dm3 mol-1 s-1), competing addition reactions (e.g. to vinyl ethers, furan) and abstraction reactions (with alcohols) can be characterized. t-BuO(.) is shown to be electrophlic, like (.)OH, in its reactions, but with prop-2-en-1-ol, unlike (.)OH, it undergoes abstraction rather than addition.Changes in the behaviour of t-butoxyl at very low pH are attributed to the formation and reaction of the protonated counterpart t-BuOH(1+.).

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