(a)
Interpretation:
The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.
Concept Introduction:
Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.
(b)
Interpretation:
The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.
Concept Introduction:
Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.
(c)
Interpretation:
The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.
Concept Introduction:
Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.
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Chapter 19 Solutions
Organic Chemistry
- Show how the malonic ester synthesis can be used to prepare 3-phenylpropanoic acid.arrow_forwardShow how to synthesize the following compound using either the malonic ester synthesis or the acetoacetic ester synthesis. Q.) Cyclopropanecarboxylic acidarrow_forwardWhich of the following conversions can be accomplished through an acetoacetic ester or malonic ester synthesis?arrow_forward
- Show how to synthesize the following compound using either the malonic ester synthesis or the acetoacetic ester synthesis. Q.) 3-Ethyl-2-pentanonearrow_forwardShow how butylamine can be prepared via the Gabriel Amine Synthesis.arrow_forwardShow how you would use an acid chloride as an intermediate to synthesize) phenyl propionate (CH3CH2COOPh) from propionic acid and phenol.arrow_forward
- What is difference between the acetoacetic and malonic ester syntheses? Provide an example of each, including all intermediates..arrow_forwardShow how to synthesize the following compound using either the malonic ester synthesis or the acetoacetic ester synthesis. Q.) Cyclobutyl methyl ketonearrow_forwardShow how the malonic ester synthesis is used to prepare 2-benzylbutanoic acid.Sarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning