EtO. OEt H3C OEt 1. NaOEt, EtOH 2. H₂O* EtO EtOH OEt In the mixed Claisen condensation, the donor and target molecules are different. The target molecule is chosen as one that does not contain an acidic a-carbon. The donor molecule, as in the case of the standard Claisen condensation, is one that has more than one acidic a-hydrogen. The mechanism for the mixed Claisen condensation proceeds as for the standard reaction: nucleophilic attack of the enolate anion on the carbonyl group of the target, expulsion of the weakest base, deprotonation to drive the equilibrium forward, and subsequent protonation to give the final product. Draw curved arrows to show the movement of electrons in this step of the mechanism.

EtO. OEt H3C OEt 1. NaOEt, EtOH 2. H₂O* EtO EtOH OEt In the mixed Claisen condensation, the donor and target molecules are different. The target molecule is chosen as one that does not contain an acidic a-carbon. The donor molecule, as in the case of the standard Claisen condensation, is one that has more than one acidic a-hydrogen. The mechanism for the mixed Claisen condensation proceeds as for the standard reaction: nucleophilic attack of the enolate anion on the carbonyl group of the target, expulsion of the weakest base, deprotonation to drive the equilibrium forward, and subsequent protonation to give the final product. Draw curved arrows to show the movement of electrons in this step of the mechanism.

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

100%

EtO.
OEt
H3C
OEt
1. NaOEt, EtOH
2. H₂O*
EtO
EtOH
OEt
In the mixed Claisen condensation, the donor and target molecules are different. The target molecule is chosen as one that does not contain an acidic α-carbon. The donor molecule, as in
the case of the standard Claisen condensation, is one that has more than one acidic a-hydrogen. The mechanism for the mixed Claisen condensation proceeds as for the standard reaction:
nucleophilic attack of the enolate anion on the carbonyl group of the target, expulsion of the weakest base, deprotonation to drive the equilibrium forward, and subsequent protonation
to give the final product.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
EtO
CX
ཚོད་ཡིན་རྒྱུ་ཡིག་དཔྱ་ རྩཔའི་བད་ཨ—- བམེད་ཚིག་དྲིས་ ༣༠
+
H-OH2
OEt
H
HH
OEt
H₂O
76

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Step 1: Given reaction:

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Step 2: Claisen condensation:

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Step 3: Nucleophilic Attack:

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Step 4: O-Alkylation:

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Step 5: Proton transfer

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