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JEE Advanced levelSingle correct optionDifficulty 3 of 3g3043

Which is the major product when 3-methylbutan-2-ol is heated with concentrated (Saytzeff product after rearrangement)?

  1. Apent-2-ene
  2. B2-methylbut-1-ene
  3. C2-methylbut-2-ene
  4. D3-methylbut-1-ene

Answer: C

The secondary cation is formed first, then a 1,2-hydride shift from the tertiary carbon gives the tertiary cation . Proton loss from the more substituted neighbour gives the trisubstituted 2-methylbut-2-ene as the major alkene.
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