EtO₂C CO₂Et I Br K EtO₂C CO₂Et H

Chemistry
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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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ANSWER THE LAST PART (V) SHOWING STEP BY STEP CURLY ARROW MECHANISM PLEASE 

Jasmone
J
EtO₂C CO₂Et
I
Br
K
F
EtO₂C CO₂Et
H
(iii) During the conversion of G into F an undesired, isomeric, cyclopentenone also forms. Draw this
compound and explain briefly how it arises.
(iv) In a recent publication the conversion of diester H into diketone G was detailed. In this work H
was prepared from diethyl malonate I, methyl vinyl ketone J and bromide K. Disconnect H,
showing the relevant synthons in order to arrive at the synthetic equivalents (I to K) provided.
(v) According to your answer to section (iv), and including curly arrow reaction mechanisms, show
how H can be prepared from I, J and K.
Transcribed Image Text:Jasmone J EtO₂C CO₂Et I Br K F EtO₂C CO₂Et H (iii) During the conversion of G into F an undesired, isomeric, cyclopentenone also forms. Draw this compound and explain briefly how it arises. (iv) In a recent publication the conversion of diester H into diketone G was detailed. In this work H was prepared from diethyl malonate I, methyl vinyl ketone J and bromide K. Disconnect H, showing the relevant synthons in order to arrive at the synthetic equivalents (I to K) provided. (v) According to your answer to section (iv), and including curly arrow reaction mechanisms, show how H can be prepared from I, J and K.
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