Solubilization of the neutral and charged forms of 2,4,6-trichlorophenol by hydroxypropyl-β-cyclodextrin, or methyl-β-cyclodextrin in water

Yan He; Samuel H. Yalkowsky

doi:10.1016/j.jhazmat.2003.12.008

Solubilization of the neutral and charged forms of 2,4,6-trichlorophenol by hydroxypropyl-β-cyclodextrin, or methyl-β-cyclodextrin in water

Yan He, Samuel H. Yalkowsky

Pharmacology and Toxicology

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

The solubility of 2,4,6-trichlorophenol (TCP) in hydroxypropyl-β- cyclodextrin (HPβCD), or methyl-β-cyclodextrin (MeβCD) at pH 3.0 and 8.8 reported by Hanna et al. [J. Hazard. Mater. B100 (2003) 109] is reevaluated in this paper. The complexations of the individual dissolved forms were examined. As expected, the neutral TCP complexes more strongly with the cyclodextrins than the charged species. However, in spite of its lower complexation constant, the charged form of TCP forms more complex with each CD, and thus is solubilized to a greater extent.

Original language	English (US)
Pages (from-to)	129-131
Number of pages	3
Journal	Journal of Hazardous Materials
Volume	108
Issue number	1-2
DOIs	https://doi.org/10.1016/j.jhazmat.2003.12.008
State	Published - Apr 30 2004

Keywords

2,4,6-Trichlorophenol (TCP)
Complexation
Hydroxypropyl-β-cyclodextrin (HPβCD)
Methyl-β-cyclodextrin (MeβCD)
Solubilization

ASJC Scopus subject areas

Environmental Engineering
Environmental Chemistry
Waste Management and Disposal
Pollution
Health, Toxicology and Mutagenesis

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10.1016/j.jhazmat.2003.12.008

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title = "Solubilization of the neutral and charged forms of 2,4,6-trichlorophenol by hydroxypropyl-β-cyclodextrin, or methyl-β-cyclodextrin in water",

abstract = "The solubility of 2,4,6-trichlorophenol (TCP) in hydroxypropyl-β- cyclodextrin (HPβCD), or methyl-β-cyclodextrin (MeβCD) at pH 3.0 and 8.8 reported by Hanna et al. [J. Hazard. Mater. B100 (2003) 109] is reevaluated in this paper. The complexations of the individual dissolved forms were examined. As expected, the neutral TCP complexes more strongly with the cyclodextrins than the charged species. However, in spite of its lower complexation constant, the charged form of TCP forms more complex with each CD, and thus is solubilized to a greater extent.",

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AU - Yalkowsky, Samuel H.

PY - 2004/4/30

Y1 - 2004/4/30

N2 - The solubility of 2,4,6-trichlorophenol (TCP) in hydroxypropyl-β- cyclodextrin (HPβCD), or methyl-β-cyclodextrin (MeβCD) at pH 3.0 and 8.8 reported by Hanna et al. [J. Hazard. Mater. B100 (2003) 109] is reevaluated in this paper. The complexations of the individual dissolved forms were examined. As expected, the neutral TCP complexes more strongly with the cyclodextrins than the charged species. However, in spite of its lower complexation constant, the charged form of TCP forms more complex with each CD, and thus is solubilized to a greater extent.

AB - The solubility of 2,4,6-trichlorophenol (TCP) in hydroxypropyl-β- cyclodextrin (HPβCD), or methyl-β-cyclodextrin (MeβCD) at pH 3.0 and 8.8 reported by Hanna et al. [J. Hazard. Mater. B100 (2003) 109] is reevaluated in this paper. The complexations of the individual dissolved forms were examined. As expected, the neutral TCP complexes more strongly with the cyclodextrins than the charged species. However, in spite of its lower complexation constant, the charged form of TCP forms more complex with each CD, and thus is solubilized to a greater extent.

KW - 2,4,6-Trichlorophenol (TCP)

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KW - Methyl-β-cyclodextrin (MeβCD)

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Solubilization of the neutral and charged forms of 2,4,6-trichlorophenol by hydroxypropyl-β-cyclodextrin, or methyl-β-cyclodextrin in water

Abstract

Keywords

ASJC Scopus subject areas

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