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JEE Main levelSingle correct optionDifficulty 2 of 3o4121

Which of the following alcohols is dehydrated fastest by warm dilute ?

  1. Apropan-2-ol
  2. B2-methylpropan-2-ol
  3. Cbutan-1-ol
  4. Dethanol

Answer: B

Acid-catalysed dehydration of secondary and tertiary alcohols proceeds by E1, so the rate follows carbocation stability: . 2-Methylpropan-2-ol gives the tert-butyl cation and is fastest.
Practice Organic Reaction Mechanisms IV: Elimination More on E1 mechanism and carbocation rearrangement

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