Metal toxicity: complexing of alkyltin species with low-<i>M</i>r ligands in aqueous solution

Hynes, Michael J.; O'Dowd, M. Lynn

doi:10.1042/bst0130490

Cited by 9 publications

(6 citation statements)

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“…1). This has also been confirmed by 119 Sn nuclear magnetic resonance (Hynes and Odowd 1985) and Mössbauer spectroscopy (Eng et al 1986).…”

Section: Speciation Of Btssupporting

confidence: 55%

The importance of environmental factors and matrices in the adsorption, desorption, and toxicity of butyltins: a review

Fang

et al. 2017

Environ Sci Pollut Res

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Butyltins (BTs) are considered as a group of the most important organometallic compounds in industry and agriculture. Due to their widespread use, large amounts of BTs including tributyltin (TBT), dibutyltin (DBT), and monobutyltin (MBT) have entered into the environment, and subsequently causing detrimental effects on humans and aquatic organisms. This work provides a critical review of recent studies on the adsorption, desorption, bioaccumulation, and toxicity of BTs that can notably influence the distribution of BTs in the environment. Influence of environmental factors (e.g., pH and salinity) and adsorbents in the matrices (e.g., minerals, organic carbons, and quartz) on the adsorption, desorption, and toxicity of BTs is particularly addressed.

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“…1). This has also been confirmed by 119 Sn nuclear magnetic resonance (Hynes and Odowd 1985) and Mössbauer spectroscopy (Eng et al 1986).…”

Section: Speciation Of Btssupporting

confidence: 55%

The importance of environmental factors and matrices in the adsorption, desorption, and toxicity of butyltins: a review

Fang

et al. 2017

Environ Sci Pollut Res

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“…TBT and TPT have been chosen as major model compounds for several reasons. First, both compounds may undergo innersphere complexes with anionic species including carboxylate and phenolate groups ( − ). Second, the two compounds differ significantly in their p K a values as well as in their hydrophobicities (see p K a and log K ow (TOT−OH) values given in Table ), thus allowing us to probe for both specific binding as well as for hydrophobic effects.…”

Section: Introductionmentioning

confidence: 99%

Association of Triorganotin Compounds with Dissolved Humic Acids

Arnold

Ciani

Amirbahman

et al. 1998

Environ. Sci. Technol.

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Sorption to dissolved organic matter (DOM) may influence significantly the fate and the effects of organic pollutants in the aquatic environment. To date, most studies on DOMwater partitioning have focused on neutral hydrophobic compounds. Very little is known on the binding of hydrophobic organic cations to DOM. In this study, the association of triorganotin compounds (TOTs) with dissolved Aldrich and Suwannee River humic acids has been systematically investigated as a function of pH and sodium perchlorate concentration. The organotin compounds studied include the two widely used biocides tributyltin (TBT) and triphenyltin (TPT) as well as other trialkyltin compounds of various hydrophobicities. Between pH 3 and pH 9, for both TBT and TPT, the overall DOM-water distribution ratio (D DOM ) was strongly pH-dependent and exhibited a maximum close to the acidity constant (pK a ) of the compounds. The observed pH dependence of D DOM could be described successfully with a semiempirical discrete log K spectrum model. It was found that, over the whole pH range investigated, sorption was governed by complexation of the corresponding TOT cation (TOT + ) by negatively charged ligands (i.e., carboxylate and phenolate groups) of the humic acids. The determining factors of the TOT + binding are postulated to be (i) complex formation between the tin atom and the deprotonated ligands and (ii) hydrophobic interactions. Significant differences in D DOM of TBT were observed between Suwannee River and Aldrich humic acid. D DOM values of TOTs determined for Aldrich humic acid were in the same range as particulate organic matter-water distribution ratios reported in the literature for soils and sediments.

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“…However, the data provided by these studies are not sufficient to determine the aqueous speciation of TOTs, which is essential for the interpretation of the observed partitioning behavior. The chemistry of TOTs in aqueous solution has been studied in detail only for trimethyltin (TMT) (14)(15)(16)(17)(18)(19)(20)(21). It has been shown by electrochemical methods (14)(15)(16)(17)(18)20) as well as by 119 Sn-NMR spectroscopy (19) that, at low pH values in water, TMT is present as cationic species, TMT + (probably a trigonal bipyramidal cation with water molecules in the axial positions).…”

Section: Introductionmentioning

confidence: 99%

“…The chemistry of TOTs in aqueous solution has been studied in detail only for trimethyltin (TMT) (14)(15)(16)(17)(18)(19)(20)(21). It has been shown by electrochemical methods (14)(15)(16)(17)(18)20) as well as by 119 Sn-NMR spectroscopy (19) that, at low pH values in water, TMT is present as cationic species, TMT + (probably a trigonal bipyramidal cation with water molecules in the axial positions). TMT + may form complexes with different organic and inorganic ligands such as amino acids (18,20), carboxylic acids (20), phosphate (17,20), or chloride (21).…”

Section: Introductionmentioning

confidence: 99%

“…It has been shown by electrochemical methods (14)(15)(16)(17)(18)20) as well as by 119 Sn-NMR spectroscopy (19) that, at low pH values in water, TMT is present as cationic species, TMT + (probably a trigonal bipyramidal cation with water molecules in the axial positions). TMT + may form complexes with different organic and inorganic ligands such as amino acids (18,20), carboxylic acids (20), phosphate (17,20), or chloride (21). At higher pH values, TMT + dissociates to the neutral trimethyltin hydroxide (TMTOH).…”

Section: Introductionmentioning

confidence: 99%

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Aqueous Speciation and 1-Octanol−Water Partitioning of Tributyl- and Triphenyltin: Effect of pH and Ion Composition

Arnold

Weidenhaupt

David

et al. 1997

Environ. Sci. Technol.

137

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Due to their widespread use as antifouling agents in boat paints, tributyltin (TBT), and triphenyltin (TPT) have been found to be present in marine and freshwater ecosystems at concentrations exceeding acute and chronic toxicity levels. In order to assess the environmental behavior and particularly the bioavailability and bioaccumulation of these compounds, their aqueous speciation and partitioning behavior between nonaqueous phases and water need to be known. In this work, the effect of pH and of the concentration of various anions on the 1-octanol-water partitioning of TBT and TPT has been systematically investigated. A simple model is presented that enables a quantitative description of the overall 1-octanol-water distribution ratio of TBT and TPT as a function of pH and salt concentration. Acidity constants of 6.25 and 5.20 were determined for TBT and TPT, respectively. Furthermore, the aqueous phase complex formation constants with chloride, perchlorate, bromide, and nitrate as well as the 1-octanol-water partition constants of the corresponding complexes are reported. In addition, the Setschenov constants of TBT-and TPT-hydroxide have been determined for NaCl (0.6 and 0.4, respectively) and are estimated for other salts.

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Metal toxicity: complexing of alkyltin species with low-Mr ligands in aqueous solution

Cited by 9 publications

References 0 publications

The importance of environmental factors and matrices in the adsorption, desorption, and toxicity of butyltins: a review

The importance of environmental factors and matrices in the adsorption, desorption, and toxicity of butyltins: a review

Association of Triorganotin Compounds with Dissolved Humic Acids

Aqueous Speciation and 1-Octanol−Water Partitioning of Tributyl- and Triphenyltin: Effect of pH and Ion Composition

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