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Picus48
1 year ago

Here are the mesomeric boundary structures of phenol.

The actual distribution of the electrons thus lies somewhere between the structures shown. Phenol is slightly more soluble in water than cyclohexanol (40 g/L). The better solubility of the phenol in water could be explained by the possibility of mesomery and the associated charge separation of a certain dipole characker being achieved. The solubility of a compound is primarily determined by the ratio of polar and nonpolar regions, of the ionization state and the ability to form hydrogen bridges.