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JEE Main levelSingle correct optionDifficulty 2 of 3o4117

2,2-Dimethylcyclohexan-1-ol is heated with conc. . The major alkene formed is

  1. A3,3-dimethylcyclohexene
  2. B1,6-dimethylcyclohexene
  3. C1,3-dimethylcyclohexene
  4. D1,2-dimethylcyclohexene

Answer: D

The secondary cation at C-1 undergoes a 1,2-methyl shift from C-2 to C-1, giving a tertiary cation at C-2. Loss of the H on C-1 (now bearing the methyl group) gives the tetrasubstituted alkene 1,2-dimethylcyclohexene, the Saytzeff product.
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