Solubilization of the neutral and charged forms of 2,4,6-trichlorophenol by hydroxypropyl-beta-cyclodextrin, or methyl-beta-cyclodextrin in water.
The solubility of 2,4,6-trichlorophenol (TCP) in hydroxypropyl-beta-cyclodextrin (HPbetaCD), or methyl-beta-cyclodextrin (MebetaCD) 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.
He
Yan
Y
College of Pharmacy, The University of Arizona, Tucson, AZ 85721, USA. he@pharmacy.arizona.edu
Yalkowsky
Samuel H
SH
D000073738:2-Hydroxypropyl-beta-cyclodextrin; D002733:Chlorophenols / Q000737:chemistry*; D003505:Cyclodextrins / Q000737:chemistry; D005079:Excipients / Q000737:chemistry; D009153:Mutagens / Q000737:chemistry*; D012995:Solubility; D014867:Water; D047392:beta-Cyclodextrins
D002733:Chlorophenols; D003505:Cyclodextrins; D005079:Excipients; D009153:Mutagens; D047392:beta-Cyclodextrins; C108732:methyl-beta-cyclodextrin; D014867:Water; D000073738:2-Hydroxypropyl-beta-cyclodextrin; C024564:2,4,6-trichlorophenol