Volumetric studies on binary mixtures of some furan derivatives with benzene, chlorobenzene, and bromobenzene at 298.15 K

Molar excess volumes for the binary mixtures of tetrahydrofuran, furan, furfural, and furfuryl alcohol with benzene, chlorobenzene, and bromobenzene have been calculated from precise experimental density data at 298.15 K over the entire composition range. The results have been discussed in light of unlike n-π interactions between the π-electron cloud of the aromatic ring and the oxygen atom of the heterocyclic ring. The substitution of a halogen atom in the aromatic ring activates the molecule for n-π interactions in tetrahydrofuran and furan solutions and deactivates the molecule in furfural and furfuryl alcohol solutions. Keywords: furan derivatives, binary mixtures, excess volumes, n-π interactions, π-π interactions.