CO₂Et 1. NaOEt 2. H₂O* 3. heat Br H3C H3C CO₂Et CO₂H + CO2 The malonic ester synthesis is a carbonyl alkylation reaction. It is used to prepare carboxylic acids from primary alkyl halides, lengthening the carbon chain by two atoms. Thus, the product can be visualized as being a "substituted acetic acid." The reaction consists of three steps: generation of the enolate anion followed by SN2 reaction with a primary alkyl halide, ester hydrolysis under acid conditions, and decarboxylation. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions EtO₂C EtO₂C -H :OCH2CH3 HOCH2CH3 EtO₂C EtO₂C

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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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1. NaOEt
CO₂Et
2. H3O+
3. heat
Br
H3C
CO₂H
CO2
H3C
CO₂Et
The malonic ester synthesis is a carbonyl alkylation reaction. It is used to prepare carboxylic acids from primary alkyl halides,
lengthening the carbon chain by two atoms. Thus, the product can be visualized as being a "substituted acetic acid." The
reaction consists of three steps: generation of the enolate anion followed by SN2 reaction with a primary alkyl halide, ester
hydrolysis under acid conditions, and decarboxylation.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
22
CX
EtO₂C
EtO₂C
HOCH2CH3
HOCH2CH3
EtO₂C
EtO₂C
Transcribed Image Text:1. NaOEt CO₂Et 2. H3O+ 3. heat Br H3C CO₂H CO2 H3C CO₂Et The malonic ester synthesis is a carbonyl alkylation reaction. It is used to prepare carboxylic acids from primary alkyl halides, lengthening the carbon chain by two atoms. Thus, the product can be visualized as being a "substituted acetic acid." The reaction consists of three steps: generation of the enolate anion followed by SN2 reaction with a primary alkyl halide, ester hydrolysis under acid conditions, and decarboxylation. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions 22 CX EtO₂C EtO₂C HOCH2CH3 HOCH2CH3 EtO₂C EtO₂C
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