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6 (2S,3S)-2-Bromo-3-phenylbutane undergoes an E2 reaction

Chapter 8, Problem 8.56

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QUESTION:

6 (2S,3S)-2-Bromo-3-phenylbutane undergoes an E2 reaction when treated with a strong base to produce (E)-2-phenyl-2-butene. Use Newman projections to explain the stereochemical outcome of this reaction.

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QUESTION:

6 (2S,3S)-2-Bromo-3-phenylbutane undergoes an E2 reaction when treated with a strong base to produce (E)-2-phenyl-2-butene. Use Newman projections to explain the stereochemical outcome of this reaction.

ANSWER:

Step 1 of 4

First, draw the substrate with the correct stereochemistry.

     

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