Table of Contents
- 1 What is the difference between malonic ester synthesis and acetoacetic ester synthesis?
- 2 Is malonic ester or acetoacetic ester more acidic?
- 3 Which of the following is essential for synthesis of malonic ester?
- 4 What is the product of malonic ester synthesis?
- 5 Why is acetoacetic ester called Tautomeric mixture?
- 6 Which reaction gives acetoacetic ester as the product?
- 7 How is acetoacetic ester converted into a ketone?
- 8 What happens when acetoacetic ester is heated with aqueous acid?
What is the difference between malonic ester synthesis and acetoacetic ester synthesis?
It’s called the malonic ester synthesis, and it’s an interesting way of making substituted carboxylic acids. There’s an essentially identical process called the acetoacetic ester synthesis and it makes substituted ketones; the only difference between the two processes is the choice of starting material.
Is malonic ester or acetoacetic ester more acidic?
Malonate esters and esters of acetoacetic acid form such resonance-stabilized enolate ions. Malonate esters and acetoacetate esters are more acidic than water or alcohols (Table 22.2).
What is the structure of acetoacetic ester?
Acetoacetic ester, N-ethoxycarbonylhydrazone
| PubChem CID | 9602411 |
|---|---|
| Structure | Find Similar Structures |
| Molecular Formula | C9H16N2O4 |
| Synonyms | Acetoacetic ester, N-ethoxycarbonylhydrazone Ethyl (2Z)-2-(3-ethoxy-1-methyl-3-oxopropylidene)hydrazinecarboxylate # |
| Molecular Weight | 216.23 |
How is acetoacetic ester prepared?
Acetoacetic ester synthesis is a chemical reaction where ethyl acetoacetate is alkylated at the α-carbon to both carbonyl groups and then converted into a ketone, or more specifically an α-substituted acetone. This is very similar to malonic ester synthesis.
Which of the following is essential for synthesis of malonic ester?
The malonic ester synthesis is a chemical reaction where diethyl malonate or another ester of malonic acid is alkylated at the carbon alpha (directly adjacent) to both carbonyl groups, and then converted to a substituted acetic acid.
What is the product of malonic ester synthesis?
The malonic ester synthesis is a chemical reaction where diethyl malonate or another ester of malonic acid is alkylated at the carbon alpha (directly adjacent) to both carbonyl groups, and then converted to a substituted acetic acid….
| Malonic ester synthesis | |
|---|---|
| RSC ontology ID | RXNO:0000107 |
Which is the other name of acetoacetic ester?
Ethyl acetoacetate
| Names | |
|---|---|
| Other names Acetoacetic acid ethyl ester Ethyl acetylacetate 3-Oxobutanoic acid ethyl ester | |
| Identifiers | |
| CAS Number | 141-97-9 |
| 3D model (JSmol) | Interactive image |
Why are acetoacetic esters known as?
ethyl acetoacetate (CH3COCH2COOC2H5), also called acetoacetic ester, an ester widely used as an intermediate in the synthesis of many varieties of organic chemical compounds. The resulting esters may be converted to ketones or carboxylic acids. …
Why is acetoacetic ester called Tautomeric mixture?
Keto-enol tautomerism in acetoacetic ester is proved by the fact that under ordinary conditions the compound gives the properties of the ketonic group as well as that of the enolic group.
Which reaction gives acetoacetic ester as the product?
Condensation Reactions of Carbonyl Compounds The Claisen condensation of ethyl acetate yields ethyl acetoacetate. This readily available compound and other β-keto esters formed by Claisen condensations are used as intermediates in the synthesis of alkyl derivatives of ketones.
How is acetoacetic ester similar to malonic ester?
Acetoacetic ester synthesis. Acetoacetic ester synthesis is a chemical reaction where ethyl acetoacetate is alkylated at the α-carbon to both carbonyl groups and then converted into a ketone, or more specifically an α-substituted acetone. This is very similar to malonic ester synthesis.
Which is the correct formula for malonic ester synthesis?
Malonic ester synthesis is a synthetic procedure used to convert a compound that has the general structural formula 1 into a carboxylic acid that has the general structural formula 2. The group —CH 2CO 2H in 2 is contributed by a malonic ester, hence the term malonic ester synthesis.
How is acetoacetic ester converted into a ketone?
Acetoacetic ester synthesis is a chemical reaction where ethyl acetoacetate is alkylated at the α-carbon to both carbonyl groups and then converted into a ketone, or more specifically an α-substituted acetone. This is very similar to malonic ester synthesis . A strong base deprotonates the dicarbonyl α-carbon.
What happens when acetoacetic ester is heated with aqueous acid?
When heated with aqueous acid, the newly alkylated ester is hydrolyzed to a β-keto acid, which is decarboxylated to form a methyl ketone. The classical acetoacetatic ester synthesis utilizes the 1:1 conjugate base.