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JEE Main levelOne or more correct optionsDifficulty 2 of 3o4102

In which of the following pairs do the two alcohols give the same major alkene on dehydration with conc. at about 440 K?

  1. A2-methylpropan-1-ol and 2-methylpropan-2-ol
  2. Bpropan-1-ol and propan-2-ol
  3. Cbutan-2-ol and 2-methylpropan-2-ol
  4. Dpentan-3-ol and pentan-2-ol

Answer: A, B, D

2-Methylpropan-1-ol (via hydride shift) and 2-methylpropan-2-ol both give 2-methylpropene, and the two propanols both give propene. Pentan-3-ol gives pent-2-ene and pentan-2-ol also gives mainly pent-2-ene by the Saytzeff rule. Butan-2-ol gives but-2-ene, but 2-methylpropan-2-ol gives 2-methylpropene.
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