Journal of the Chemical Society. Perkin transactions II p. 1392 - 1400 (1981)
Update date:2022-08-05
Topics:
Gilbert, Bruce C.
Marshall, P. David R.
Norman, Richard O. C.
Pineda, Nelson
Williams, Peter S.
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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Doi:10.1039/P19810002620
(1981)Doi:10.1002/hlca.19810640630
(1981)Doi:10.1016/S0040-4039(00)00024-1
(2000)Doi:10.1002/hlca.19810640605
(1981)Doi:10.1039/P19810002491
(1981)Doi:10.1246/bcsj.54.3221
(1981)
