COMEDK2023Morning ShiftChemistryAlcohols Phenols and EthersActual
Product of the following reaction is
Correct answer
3
Step-by-step solution
The reaction is intramolecular oxymercuration-demercuration on -terpineol. Hg(OAc)₂ activates the double bond forming a mercurinium ion intermediate. The -OH group in the molecule acts as an internal nucleophile, attacking the more substituted (tertiary) carbon of the mercurinium ion (Markovnikov selectivity), forming a stable 6-membered cyclic ether ring bridging the cyclohexane ring. NaBH₄ then reduces the C - Hg bond, replacing Hg with H. The product is a bicyclic ether (1,8-cineole/eucalyptol) with oxygen bridg