(o‐Hydroxyphenyl)methylphosphonic acids: Synthesis and potentiometric determinations of their pKa Values

Böhmer, Volker; Vogt, Walter; Chafaa, Salah; Meullemeestre, J.; Schwing, Marie-José; Vierling, F.

doi:10.1002/hlca.19930760108

Cited by 27 publications

(16 citation statements)

References 13 publications

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“…The comparison of these results with those obtained with 2-hydroxy 5-methyl phenyl 1,3-dimethylphosphonic acid [25] (pK a1 = 1.46, pK a2 = 2.47, pK a3 = 6.51, pK a4 = 8.31, pK a5 = 11.88) indicates that these values are higher (pK a1 excepted) than those given in this paper. This shows that our ligands, with two aromatic moieties, are very powerful acids.…”

Section: Deprotonation Processcontrasting

confidence: 55%

“…More recently, the study of intramolecular stacking interactions in ternary Cu(II) complexes formed with an heteroaromatic amine and 9-[2-(2-phosphonoethoxy)ethyl]adenine was published [24]. Chafaa et al [25,26] have reported the acidbase properties of a series of (o-hydroxyphenyl) methylenephosphonic acids synthesized by Vogt et al The stability constants of the complexes obtained from these ligands and bivalent transition metals cations [27,28] and a wide variety of lanthanide(III) cations and thorium(IV) were determined [29][30][31].…”

Section: Introductionmentioning

confidence: 99%

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Novel polydentate phosphonic acids: Protonation and stability constants of complexes with Fe(III) and Cu(II) in aqueous medium

Aliouane

Chafaa

Douadi

et al. 2010

Heteroatom Chemistry

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Section: Deprotonation Processcontrasting

confidence: 55%

Section: Introductionmentioning

confidence: 99%

Novel polydentate phosphonic acids: Protonation and stability constants of complexes with Fe(III) and Cu(II) in aqueous medium

Aliouane

Chafaa

Douadi

et al. 2010

Heteroatom Chemistry

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“…This is necessary in order to determine the hydrolysis constants that are to be injected as fixed values for the calculation of the stability constants of the complexes of lanthanides (III) and of thorium (IV) cations with (phenolic) monoand dimethylenephosphonic acids [17,18] synthesised by Böhmer et al [19]. The treatment by Sirko-P [20] and Superquad [21] of the different titration curves corresponding to different lanthanides permitted the interpretation of this increase of H + ions concentration by the following hydrolysis equilibriums:…”

Section: Hydrolysis Of Lanthanides (Iii) and Of Thorium (Iv)mentioning

confidence: 99%

Physicochemical study of the hydrolysis of Rare-Earth elements (III) and thorium (IV)

Bentouhami

Bouet

Meullemeestre

et al. 2004

Comptes Rendus. Chimie

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The present work reports the hydrolysis of ions of the series of lanthanides (III) and actinide (IV) elements in dilute aqueous solutions. It has been systematically examined in the presence of sodium perchlorate, which has been used for maintaining the solution at constant ionic strength. The number, the nature of the species in solution and their hydrolysis constants logb 10i for all ions at I = 0.1 mol dm -3 and at 25°C were determined by different softwares: Superquad and Sirko_P. A pH-potentiometric method was used with glass electrodes to determine the equilibrium constants K i :n+ represents Ce 3+ , Pr 3+ , Nd 3+ , Eu 3+ , Sm 3+ and Th 4+ ions. For the lanthanides, hydrolysis increases with the increase of the atomic number and the contraction of the ionic radius. The Th 4+ ion undergoes significant hydrolysis. To cite this article: E. Bentouhami et al., C. R. Chimie 7 (2004). RésuméCette étude concerne l'hydrolyse des ions de la série lanthanides (III) et du thorium (IV) ; elle a été effectuée en présence de perchlorate de sodium, utilisé pour maintenir constante la force ionique des solutions I, égale à 0,1 mol dm -3 . Le nombre et la nature des espèces en solutions, ainsi que leurs constantes d'hydrolyse logb 10i , ont été déterminées à 25°C à l'aide de différents softwares de calculs, à savoir, Superquad et Sirko_P. Une méthode potentiométrique est utilisée sur électrode de verre pour déterminer les constantes d'équilibres K i :OH) (n−1)+ + H + où M n+ représente les ions Ce 3+ , Pr 3+ , Nd 3+ , Eu 3+ , Sm 3+ et Th 4+ . Pour les lanthanides, l'hydrolyse augmente avec le numéro atomique et la diminution du rayon atomique. On montre que l'ion Th 4+ subit l'hydrolyse de manière significative. Pour citer cet article : E. Bentouhami et al., C. R. Chimie 7 (2004).

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“…All the compounds were synthesized as described by Bö hmer et al [11] Ligand solutions were kept away from light, in order to avoid degradation, and were used, at the latest, 5 days after their preparation. The lanthanide (III) chlorides were commercial products p.a.…”

Section: Reagentsmentioning

confidence: 99%

A comparison of the acidity and the complexing ability of (o-hydroxyphenyl) bis- and (o-hydroxyphenyl) mono-methylenephosphonic acids towards lanthanide(III) ions

Bentouhami

Bouet

Khan

2002

Talanta

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The characterization of the acid-base properties of a family of three phenoldimethylenephosphonic acids differently substituted by auxo-or chromophoric groups was studied. These ligands may be considered as pentaacids. Their pK a were determined in aqueous solution at 25°C and constant ionic strength 0.1 mol dm − 3 by potentiometry and UV-visible spectrophotometry. Eventually, the complexing power of these molecules with lanthanide cations, Ce 3 + , Pr 3 + , Nd 3 + , Sm 3 + and Eu 3 + , was studied keeping in view the possible application to the treatment of radioactive liquid waste. The number, the nature of the species in solution, their stability constants and their individual electronic spectra as restored by computation have been determined. In all cases, complexes of 1:1 stoichiometry accompanied by hydroxy and protonated species are postulated. The comparison of tri-and pentaacids confirms that the acids having the methyl group at the para position with respect to the phenolic OH, have the highest complexing power.

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(o‐Hydroxyphenyl)methylphosphonic acids: Synthesis and potentiometric determinations of their pK_a Values

Cited by 27 publications

References 13 publications

Novel polydentate phosphonic acids: Protonation and stability constants of complexes with Fe(III) and Cu(II) in aqueous medium

Novel polydentate phosphonic acids: Protonation and stability constants of complexes with Fe(III) and Cu(II) in aqueous medium

Physicochemical study of the hydrolysis of Rare-Earth elements (III) and thorium (IV)

A comparison of the acidity and the complexing ability of (o-hydroxyphenyl) bis- and (o-hydroxyphenyl) mono-methylenephosphonic acids towards lanthanide(III) ions

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