One problem with elimination reactions is that mixtures of products are often formed. For example, treatment of 2-bromo-2-methylbutane with KOH in ethanol yields a mixture of two alkene products. What are their likely structures?

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Answer:

Structures are given below.

Explanation:

  • Treatment of 2-bromo-2-methylbutane with KOH in ethanol will give elimination of HBr through E2 mechanism.
  • H atoms adjacent to Br will be eliminated.
  • 2-bromo-2-methylbutane has two possible adjacent H atoms that can be eliminated giving mixture of products.
  • Product of this elimination reaction is alkene. Here saytzeff fule is followed during elimination. So most substituted alkene will be major product.
  • Structure of alkenes are given below.
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