Fundamentals of Organic ChemistryChemistryAlcohols Phenols and Ethers
Identify the final major product formed in the following reaction sequence.
Correct answer
1
Step-by-step solution
Diphenylmethane ( Ph₂CH₂ ) reacts with the strong base NaNH₂ . The base abstracts the acidic benzylic proton to form a resonance-stabilized carbanion, X ( Ph₂CH^- ). The carbanion X undergoes an S_N2 reaction with allyl bromide ( Br-CH₂-CH=CH₂ ). The nucleophilic carbon attacks the CH₂ group of allyl bromide, displacing the bromide ion to form Y , which is 4,4-diphenylbut-1-ene ( Ph₂CH-CH₂-CH=CH₂ ). Compound Y is treated with mcpba (meta-chloroperoxybenzoic acid), which is a peroxy acid. It epoxidizes the carbon-ca