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Fundamentals of Organic ChemistryChemistryAlcohols Phenols and Ethers

2-Methylpropan-2-ol can be obtained by the acid-catalyzed hydration of which of the following alkenes?

Options

  1. ACH ₃ CH ₂ CH = CH ₂
  2. BAny of the above
  3. CCH ₃ CH = CHCH ₃

Correct answer

C. CH ₃ CH = CHCH ₃

Step-by-step solution

Target molecule: 2-methylpropan-2-ol, which has the structure (CH₃)₃C-OH . Acid-catalyzed hydration of alkenes proceeds via the formation of a carbocation intermediate, following Markovnikov's rule. - Hydration of 1-butene ( CH ₃ CH ₂ CH = CH ₂ ) forms a secondary carbocation, yielding 2-butanol. - Hydration of 2-butene ( CH ₃ CH = CHCH ₃ ) also forms a secondary carbocation, yielding 2-butanol. - The structure in option (C) is 2-methylpropene ( (CH₃)₂C=CH₂ ). Protonation of the double bond yields a highly stable t

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