Fundamentals of Organic ChemistryChemistryAlcohols Phenols and Ethers
Identify the major product [A] in the following reaction:
Correct answer
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Step-by-step solution
The given reaction is an acid-catalyzed rearrangement of a hydroperoxide, analogous to the cumene hydroperoxide rearrangement. The acid ( H^ ) protonates the -OOH group, followed by the loss of a water molecule to form an intermediate with an electron-deficient oxygen atom. An aryl group migrates from the adjacent carbon to the electron-deficient oxygen. The migratory aptitude of aryl groups depends on their ability to stabilize the developing positive charge in the transition state. Electron-donating groups increa