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Updated: Oct 26, 2025

Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
Water Depletion Enhanced by Halogenation of Benzene
Satoshi Shibuta1, Hiroshi Imamura2, Kota Shibuta3
1Department of Physics, College of Humanities and Sciences, Nihon University, 3-25-40 Sakurajosui, Setagaya-Ku, Tokyo 156-8550, Japan.
Abstract:
The pressure dependence of the solubility of hydrophobic solutes in aqueous solutions is equivalent to volume changes upon hydrophobic hydration. This phenomenon has been attributed to the packing effects induced by the van der Waals volume difference between the solute and water. However, the volume changes may also be related to the chemical properties of the solute. In this study, we investigated hydrophobic hydration using a series of halogenated benzenes. Solution density measurements revealed negative volume changes for benzene, fluorobenzene, and chlorobenzene, whereas those for bromobenzene and iodobenzene were positive. Subsequent volumetric analyses demonstrated that the relationship between the excess particle number for hydration water and the van der Waals volume for bromobenzene and iodobenzene significantly deviated from the universal line for hydrophobic solutes. This behavior suggests that the volume changes are due to factors other than the packing effect with bromo and iodine functional groups acting as modulators of the hydration structure, resulting in enhanced water depletion.
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