The reaction shown here is an example of the Favorskii reaction, which involves an R¯ leaving group in a nucleophilic addition-elimination reaction. (a) Draw the complete, detailed mechanism for this reaction and explain why R can act as a leaving NaOH H2O group. (b) Suggest how you can synthesize an ester from cyclopropanone using only this reaction.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
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Problem 12E
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The reaction shown here is an example of the Favorskii
reaction, which involves an R¯ leaving group in a
nucleophilic addition-elimination reaction.
(a) Draw the complete, detailed mechanism for this
reaction and explain why R can act as a leaving
NaOH
H2O
group.
(b) Suggest how you can synthesize an ester from cyclopropanone using only this reaction.
Transcribed Image Text:The reaction shown here is an example of the Favorskii reaction, which involves an R¯ leaving group in a nucleophilic addition-elimination reaction. (a) Draw the complete, detailed mechanism for this reaction and explain why R can act as a leaving NaOH H2O group. (b) Suggest how you can synthesize an ester from cyclopropanone using only this reaction.
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