Fundamentals of Organic ChemistryChemistryAlcohols Phenols and Ethers
Identify the major product of the following reaction sequence, given that water is continuously removed during the second step to drive the equilibrium forward:
Correct answer
3
Step-by-step solution
In the first step, 1-phenylethanol, which is a secondary alcohol, undergoes oxidation in the presence of Pyridinium chlorochromate (PCC). PCC is a mild oxidizing agent that oxidizes secondary alcohols to ketones. Thus, 1-phenylethanol is oxidized to acetophenone. Ph-CH(OH)-CH ₃ PCC Ph-CO-CH ₃ In the second step, acetophenone reacts with ethanol ( CH ₃ CH ₂ OH ) in the presence of an acid catalyst ( H ^+ ). Ketones react with alcohols under acidic conditions to form ketals. The reaction proceeds via a hemiketal inte