Aqueous solubility prediction of environmentally important chemicals from the mobile order thermodynamics

Ruelle, Paul; Kesselring, Ulrich W.

doi:10.1016/s0045-6535(96)00377-3

Cited by 76 publications

(51 citation statements)

References 48 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The Sw of 61 PCBs have been reported in the literature [7,8]. This molecular set has been chosen by Puri et al [12] to develop three-dimensional quantitative-structure-property relationship (3D-QSPR) models for prediction of enthalpies of fusion and their application to estimates of enthalpies of sublimation and Sw, and we have selected this set of PCBs to be able to make a direct comparison of our predictions with previous results.…”

Section: Methodsmentioning

confidence: 99%

“…In light of the probable carcinogenic activity of these compounds [5,6] and their tendency to be sorbed and bio-accumulated in aquatic environments, aqueous solubility (Sw) of the PCBs has been measured by a variety of investigators [7][8][9][10][11]. Recently, Puri et al [12] calculated Sw of PCBs using Mobile Order and Disorder Theory [7][8] for a representative set of 61 molecules.…”

Section: Introductionmentioning

confidence: 99%

“…Recently, Puri et al [12] calculated Sw of PCBs using Mobile Order and Disorder Theory [7][8] for a representative set of 61 molecules. They obtained good agreement between calculated and experimental solubility values of PCBs at 298.15 K (standard deviation = ±0.41 log units, Table 6 in Ref.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

QSPR modeling aqueous solubility of polychlorinated biphenyls by optimization of correlation weights of local and global graph invariants

Castro¹,

Toropov

Nesterova

et al. 2004

Open Chemistry

View full text Add to dashboard Cite

Aqueous solubilities of polychlorinated biphenyls have been correlated with topological molecular descriptors which are functions of local and global invariants of labeled hydrogen filled graphs. Morgan extended connectivity and nearest neighboring codes have been used as local graph invariants. The number of chlorine atoms in biphenyls has been employed as a global graph invariant. Present results show that taking into account correlation weights of global invariants gives quite reasonable improvement of statistical characteristics for the prediction of aqueous solubilities of polychlorinated biphenyls.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

QSPR modeling aqueous solubility of polychlorinated biphenyls by optimization of correlation weights of local and global graph invariants

Castro¹,

Toropov

Nesterova

et al. 2004

Open Chemistry

View full text Add to dashboard Cite

show abstract

“…For organic molecules, there exists only one kind of solubility S which is relevant in environment [6,8,14,15]. Experimental determination of S for hydrophobic compounds are very inaccurate -in these cases water solubility estimated by mobile order thermodynamics presented by Ruelle and his coworkers [15][16][17] are more reliable.…”

Section: Solubility In Water: Watsolumentioning

confidence: 99%

“…Experimental determination of S for hydrophobic compounds are very inaccurate -in these cases water solubility estimated by mobile order thermodynamics presented by Ruelle and his coworkers [15][16][17] are more reliable. Unfortunately, all their results are only for one temperature (25 O C).…”

Section: Solubility In Water: Watsolumentioning

confidence: 99%

Estimation of vapour pressure, solubility in water, Henry’s law function, and Log Kow as a function of temperature for prediction of the environmental fate of chemicals

Paasiv́irta¹

2006

WIT Transactions on Biomedicine and Health, Vol 10

View full text Add to dashboard Cite

Environmental risk R estimation of a chemical is based on predicting exposure of biota (PEC) in media and harmful effect potency as PNEC from (eco) toxicology. For default emission Eo, numerical relative risk is expressed as Ro = PEC/PNEC. Using the risk limit Ro ≥1, the risk emission is RE = Eo/Ro. PEC can be estimated by the fate modeling. Our FATEMOD model computes the fate of chemicals in an environment defined as a catchment area. In this model, the substance properties (liquid state) of vapour pressure Pl, water solubility S, Henry's law coefficient H (Pl/S), lipophility Kow, and the reaction half-life times are automatically computed as a function of temperature. This feature is unique, thus far, in fate models. The physical properties in the environmental temperature range are obtained from the equation: Log Prop(i) = Ai -Bi /T (T in degrees Kelvin). We have learnt to determine the coefficients Apl,Bpl (for Pl), As,Bs (for S), Ah,Bh (for H) and Aow,Bow (for Kow) from thermodynamic equations of these properties as functions of molecular parameters and temperature T by dividing the equation into two parts: 1) T absent and 2) T present. The results compare well with expensive direct measurement results and also with results from retention time comparisons by temperature-controlled GC (for Pl) and HPLC (for S). In reasonable risk predictions for variable climates such as in Nordic countries, the ambient temperature cannot be ignored. Examples of temperature-adjusting FATEMOD runs in chemical risk estimations are given.

show abstract

Understanding the volume-solubility dependence: the mobile order and disorder view

Ruelle

1999

J. Phys. Org. Chem.

Self Cite

View full text Add to dashboard Cite

In the liquid phase, both the ephemeral character and the mobility of all intermolecular contacts and of H-bonds in particular have the result that, at constant pressure, the dissolution of a liquid or solid compound does not require the breaking of the solvent matrix. Contrary to the widely accepted idea, the observed volume-solubility relationships do not arise from the energy required to create cavities of the solute dimension in the solvents for locating the foreign molecules, but always have a hybrid origin stemming from the balance of elementary processes involved in the overall solubility phenomenon. In order to stress the quantitative solubility dependence of nonelectrolytes on their molar size, the solubility of aprotic substances in solvents of varying size, polarity and hydrogen bond ability was predicted from the mobile order and disorder (MOD) theory-derived solubility model. Obtained on a strictly thermodynamic basis, the model allows reliable estimates of solubility and provides a correct understanding of the solution behavior. The analysis of the relative importance of the various processes contributing to the overall solubility demonstrates that, in water for instance, the linear decrease in solubility versus increasing size of the solute is ruled by the balance of two volume-dependent entropic contributions: the hydrophobic effect opposing solution and the mixing entropy correction factor that favors solution.

show abstract

Aqueous solubility prediction of environmentally important chemicals from the mobile order thermodynamics

Cited by 76 publications

References 48 publications

QSPR modeling aqueous solubility of polychlorinated biphenyls by optimization of correlation weights of local and global graph invariants

QSPR modeling aqueous solubility of polychlorinated biphenyls by optimization of correlation weights of local and global graph invariants

Estimation of vapour pressure, solubility in water, Henry’s law function, and Log Kow as a function of temperature for prediction of the environmental fate of chemicals

Understanding the volume-solubility dependence: the mobile order and disorder view

Contact Info

Product

Resources

About