Alcohols Phenols and EthershardMCQ MULTIPLE

Alcohols can be prepared from alkenes using several distinct methods. Which of the following methodsAlcohols Phenols and Ethers Chemistry Question

Question

Alcohols can be prepared from alkenes using several distinct methods. Which of the following methods proceed explicitly via a classical carbocation intermediate and are therefore prone to structural rearrangements?

Answer: A,D

💡 Solution & Explanation

Acid-catalyzed hydration (with dilute $H_2SO_4$) and standard hydrohalogenation (with $HCl$) both involve classical carbocation intermediates, which can rearrange to form more stable tertiary structures. Hydroboration and oxymercuration specifically avoid free classical carbocations to prevent rearrangements.

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