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Solution: One of the stereoisomers below undergoes E2 reactions in the...

Question

One of the stereoisomers below undergoes E2 reactions in the presence of a stong base MUCH faster than the other. (Selecting the correct isomer is not enough to earn points on this question! Your explanation should be sufficiently clear and complete that the reader/grader is left with no doubt that you understand.)

  1. Construct both the chair and its flipped conformer for the two stereoisomers below
  2. Determine which stereoisomer will have the faster rate of reaction:           a)         or         b)
  3. Explain this observation mechanistically using full sentences making sure to answer the question of WHY one will undergo an E2 reaction faster than the other.