Rate and equilibrium constants for formation and hydrolysis of 9-formylfluorene oxime: diffusion-controlled trapping of a protonated aldehyde by hydroxylamine

RAM O'Ferrall, DM O'Brien…

Index: More O'Ferrall; O'Brien; Murphy Canadian Journal of Chemistry, 2000 , vol. 78, # 12 p. 1594 - 1612

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Citation Number: 9

Abstract

Equilibrium constants K add= 440 and K ox= 3.0× 108 for formation of a carbinolamine adduct and oxime, respectively from 9-formylfluorene and hydroxylamine, and p K a= 1.62 for protonation of the oxime, have been evaluated at 25° C in aqueous solution, based on measurements in hydroxylamine buffers, acetic acid buffers, and dilute HCl. Rate constants for hydrolysis of the oxime have been measured in the acidity range pH 4 12 M HClO4. At ...