H H. CH3 .. :0:

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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1. If (CH3)3CO is used as the base to form the enolate of the pictured ketone that is provided, there are 2 possible enolates that can form.

a. From the three sentences, which parts are true regarding the enolate?

  • Does the enolate form under irreversible or reversible conditions?
  • Is the favored enolate is the more stable or less stable enolate?
  • Is the favored enolate the kinetic or thermodynamic enolate?

b. Draw the structure of the major enolate (include both resonance contributors)

 

H
H.
-CH3
::
Transcribed Image Text:H H. -CH3 ::
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