# Why is benzene insoluble in water?

Jul 26, 2018

The answer is $\text{not very}$. And does benzene contain functional groups that would confer some degree of aqueous solubility? The answer is NO....
Benzene is a carbocyclic ring consisting of non-polar $C - C$ and $C - H$ bonds. Aqueous solubility is unexpected. It is SLIGHTLY less dense than water, so it would sit atop an aqueous solvent in a phase extraction.
On the other hand, phenol, ${C}_{6} {H}_{5} O H$, i.e. benzene with a pendant hydroxyl group has some solubility in aqueous solution, and also elevated melting/boiling points compared to the parent benzene molecule. How would you rationalize these properties?