Aromaticity Practice Problems
Refer to the concerted reactions shown below. Identify the reaction with a more stable transition state and justify your answer.
Phenol is weakly acidic and can be deprotonated in basic solutions compared to cyclohexanol. The pKa of phenol is 10, while the pKa of cyclohexanol is 16. Explain why the pKa of phenol is lower than the pKa of cyclohexanol.