Phenol is more acidic than cyclohexanol because of the resonance stabilization of the phenoxide ion. Draw the proton transfer reaction that take place between sodium hydroxide and phenol. Then show the resonance structures that can be drawn for the phenoxide ion.

Resonance Stabilization

A phenomenon where a molecule can be represented by two or more structures that contribute to its overall stability and properties, enhancing its chemical stability.

Phenoxide Ion

The phenoxide ion is a negatively charged ion (an anion) formed when phenol loses a hydrogen ion (H+), characterized by a phenyl group (C6H5) bound to an oxygen atom carrying a negative charge.

Cyclohexanol

A secondary alcohol with the formula C6H11OH, characterized by a six-member ring structure, and used as a precursor in the production of nylon.