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JEE Advanced levelSingle correct optionDifficulty 3 of 3ap197

3,3-Dimethylbutan-2-ol, , is heated with conc. . The major alkene is

  1. A2,3-dimethylbut-1-ene
  2. B3,3-dimethylbut-1-ene
  3. C2,3-dimethylbut-2-ene
  4. D2-methylpent-2-ene

Answer: C

Loss of water gives a secondary cation next to a quaternary carbon. A methyl shift gives the tertiary cation , and loss of to the carbon bearing two methyls gives the tetrasubstituted alkene (Saytzeff), 2,3-dimethylbut-2-ene.
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