The first X-ray crystallographic characterization of a dialkylaminomethylenephosphonic acid: synthesis of crystalline N,N'-diethylaminomethylenephosphonic acid, its protonation equilibria, and the stabilities of its complexes with lead(II)

Choi, Nick and Constantinou, Maria and Hyatt, David and Matthews, Ray W. and McPartlin, Mary and Scowen, Ian J. (1997) The first X-ray crystallographic characterization of a dialkylaminomethylenephosphonic acid: synthesis of crystalline N,N'-diethylaminomethylenephosphonic acid, its protonation equilibria, and the stabilities of its complexes with lead(II). Polyhedron, 16 (3). pp. 355-362. ISSN 0277-5387

Full content URL: http://dx.doi.org/10.1016/0277-5387(96)00313-0

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Abstract

The X-ray crystal structure of N,N'-diethylaminomethlenephosphonic acid (LH2) shows the molecule to be present as the N-protonated zwitterion. The unusually large P - C - N angle 120.1(3)° is apparently owing to steric factors arising from the "eclipsed" conformation of the ethyl methylene carbon atoms and phosphonate oxygen atoms. Potentiometric titration and determination of the pH dependence of δ31 (P) were used to elucidate the protonation equilibria for LH2. Stoichiometric stability constants for complexes of LH2 with lead(II) provide evidence that LH2 is selective for lead(II) over most transition metal ions log βPbLH(PbLH): 11.55±0.12(011); 16.92±0.15(012); 18.3±0.5(013); 7.45±0.18(110); 14.81±0.35(111); -0.49±0.33(01-1). Copyright © 1996 Elsevier Science Ltd.

Keywords:l-aminophosphonic acid, N.N?-diethylaminomethylenephosphonic acid, Protonation, X-ray structure
Subjects:F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
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ID Code:13089
Deposited On:19 Mar 2014 17:50

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