Just as there can be intramolecular Aldol condensations, so can there be intramolecular Claisen condensations. These are called Dieckmann condensations. 1) Identify all the a hydrogens in the diester shown. Draw the enolate anion(s) that form when the hydrogen(s) is/are removed. H3CH₂CO OCH₂CH3 2) Draw a mechanism and provide the product(s) formed when the anion(s) attack(s) the other carbonyl carbon in the molecule. All electron movement must be shown with arrows.
Just as there can be intramolecular Aldol condensations, so can there be intramolecular Claisen condensations. These are called Dieckmann condensations. 1) Identify all the a hydrogens in the diester shown. Draw the enolate anion(s) that form when the hydrogen(s) is/are removed. H3CH₂CO OCH₂CH3 2) Draw a mechanism and provide the product(s) formed when the anion(s) attack(s) the other carbonyl carbon in the molecule. All electron movement must be shown with arrows.
Chemistry
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Chapter1: Chemical Foundations
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
Transcribed Image Text:B. Dieckmann Condensations
Just as there can be intramolecular Aldol condensations, so can there be intramolecular Claisen
condensations. These are called Dieckmann condensations.
1) Identify all the a hydrogens in the diester shown. Draw the enolate anion(s) that form
when the hydrogen(s) is/are removed.
H3CH₂CO
OCH₂CH3
2) Draw a mechanism and provide the product(s) formed when the anion(s) attack(s) the
other carbonyl carbon in the molecule. All electron movement must be shown with
arrows.
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