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NEET levelSingle correct optionDifficulty 1 of 3o4225

The halide shown is treated with potassium tert-butoxide in tert-butanol. Which structure is the major alkene?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: A

The compound is 2-bromo-2-methylbutane. The very bulky tert-butoxide removes a hydrogen from the sterically accessible methyl group rather than the more crowded CH2 group, so the Hofmann product 2-methylbut-1-ene is the major alkene (about 70 percent). With ethoxide the Saytzeff product would dominate.
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