Study of Cyclization of Chelating Compounds Using Electrospray Ionization Mass Spectrometry |
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Authors: | Ying Shi J A Campbell |
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Institution: | (1) Battelle, Pacific Northwest National Laboratory, P.O. Box 999, Richland, Washington 99352, USA;(2) Battelle, Pacific Northwest National Laboratory, P.O. Box 999, Richland, Washington 99352, USA |
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Abstract: | Electrospray ionization mass spectrometry (ESI-MS) was used for the study of cyclization of organic chelating compounds (chelators). Four chelating compounds were studed: Symmetrical ethylenediaminediacetic acid (s-EDDA), Unsymmetrical ethylenediaminediacetic acid (u-EDDA), N-(2-hydroxyethyl) ethylenediaminetriacetic acid (HEDTA), and N-(2-hydroxyethyl)iminodiacetic acid (HEIDA). The chelators were cyclized with treatments of acids and heating. The open and cyclized form of the chelators were semi-quantified by both positive and negative ion modes ESI-MS. The kinetics of chelator cyclization was studied as a function of reaction temperature and the pH of the matrix. The cyclization of s-EDDA was found to be a pseudo-first order reaction in s-EDDA and overall second order. The cyclizations of HEIDA and HEDTA are reversible reactions. Higher temperature and lower pH favors cyclization. |
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