Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question
With organolithium and organomagnesium compounds, approach to the carbonyl carbon from the less hindered direction is generally preferred. Assuming this is the case, predict the structure of the major product formed by reaction of methylmagnesium bromide with 4-tert-butylcyclohexanone.
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Transcribed Image Text:CI
Expert Solution
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Step 1
In the chair conformation of 4-tert-butylcyclohexanone, the methyl anion can attack from either the top or the bottom face. The face on which the tert-butyl group is located is sterically hindered and will be less favorable for nucleophilic attack.
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