Tetrahedron p. 493 - 502 (1981)
Update date:2022-08-11
Topics:
Fleury, Daniele
Fleury, M. B.
Platzer, Nicole
With 3-bromo-2-oxopropanoate (β bromopyruvate) and its ethyl ester, the ionisation of the gemdiol of the hydrated form BrCH2-C(OH)2-COOR 1 initiates the elimination of the bromide anion yielding 3-hydroxy-2-oxopropanoate 2 (β-hydroxypyruvate).The mechanism of the reaction was investigated essentially by polarography in aqueous solution.In neutral ( and acid) media, the polarographic behaviour of 2 resembled that of other α-ketoacids: reduction at the mercury electrode yielded glycerate.In alkaline media, there was evidence of the carbanion enolate
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