8. Elimination Reactions
E2 - Anti-Coplanar Requirement
5:20 minutes
Problem 7d
Textbook Question
Textbook QuestionWhen the following stereoisomer of 2-bromo-1,3-dimethylcyclohexane is treated with sodium methoxide, no E2 reaction is observed. Explain why this compound cannot undergo the E2 reaction in the chair conformation.
NaOCH3, CH3OH—> no alkene produced HINT: Look for a hydrogen trans to the leaving group; then see if the hydrogen and the leaving group can become diaxial.Verified Solution
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