Solubility of organic solutes in ethanol/water mixtures

Research output: Contribution to journalArticle

66 Citations (Scopus)

Abstract

The log-linear solubilization model was applied to the experimental solubility data of 109 organic compounds in ethanol/water mixtures. It is found that the extent of solubilization strongly depends on the solute hydrophobicity and the ethanol concentration in the solvent mixture. Patterns of deviation from the log-linear model are related to the structure and hydrophobicity of the solutes. Predictive equations were obtained by regression of the experimental data with solute octanol/water partition coefficient (log K(ow)). The logarithms of the solubilization and the solute log K(ow) range over 11 orders of magnitude. The solubilities of chrysene, perylene, benzo[a]pyrene, pentachlorobenzene, and hexachlorobenzene in ethanol/water mixtures were experimentally determined, and the results fit well into the model.

Original languageEnglish (US)
Pages (from-to)1735-1740
Number of pages6
JournalJournal of Pharmaceutical Sciences
Volume83
Issue number12
DOIs
StatePublished - 1994

Fingerprint

Solubility
Ethanol
Hydrophobicity
Hydrophobic and Hydrophilic Interactions
Water
Linear Models
Perylene
Hexachlorobenzene
Octanols
Benzo(a)pyrene
Organic compounds
pentachlorobenzene
chrysene

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science

Cite this

Solubility of organic solutes in ethanol/water mixtures. / Li, A.; Yalkowsky, Samuel H.

In: Journal of Pharmaceutical Sciences, Vol. 83, No. 12, 1994, p. 1735-1740.

Research output: Contribution to journalArticle

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