Kinetics and mechanism of the copper(II) promoted hydrolysis of the methyl ester of ethylenediaminemonoacetate

Autor: Hay, Robert W., Basak, Arup K., Pujari, Mahesh P.
Zdroj: Transition Metal Chemistry; January 1986, Vol. 11 Issue: 1 p27-30, 4p
Abstrakt: Summary Base hydrolysis of methyl ethylenediaminemonoacetate has been studied at I=0.1 mol dm-3 (NaClO4) over the pH range 7.4–8.8 at 25 °C. The proton equilibria of the ligand can be represented by the equations, where E is the free unprotonated ester species. Values of pK1 and pK2 are 4.69 andca. 7.5 at 25° (I=0.1 mol dm-3). For base hydrolysis of EH+, kOH=1.1×103 dm3 mol-1 s-1 at 25 °C. The species E is shown to undergo lactamisation to give 2-oxopiperazine (klactca. 1×10-3 s-1) at 25 °C. Formation of the lactam is indicated both by u.v. measurements and by isolation and characterisation of the compound.
Databáze: Supplemental Index