Ethyl 4-Methoxybenzoylacetate
CAS2881-83-6
Ethyl 4-methoxybenzoylacetate (CAS 2881-83-6) is an aryl β-keto ester in which a 4-methoxyphenyl ketone and an ethyl ester are linked by an active methylene group. It is widely used as a building block for pyrazolones, pyrimidines, coumarins and other heterocycles in pharmaceutical and fine-chemical synthesis. KingPharm supplies ethyl 4-methoxybenzoylacetate for research and production with a batch-specific certificate of analysis.
- CAS No.
- 2881-83-6
- Formula
- C12H14O4
- Mol. weight
- 222.24 g/mol
Product Description
Ethyl 4-methoxybenzoylacetate, also named ethyl 3-(4-methoxyphenyl)-3-oxopropanoate, is a β-keto ester (C12H14O4, MW 222.24). It is typically supplied as a light yellow to orange liquid and serves as a pharmaceutical intermediate and organic building block.
The methylene group between the ketone and ester carbonyls is acidic and readily forms an enolate, allowing alkylation, acylation and Knoevenagel-type condensations. The 1,3-dicarbonyl unit condenses with hydrazines, amidines, ureas and phenols to close pyrazole, pyrimidine and coumarin rings, carrying the 4-methoxyphenyl group into the product.
Compared with unsubstituted ethyl benzoylacetate, it installs a para-methoxyphenyl group in one step, avoiding a later aromatic functionalization. The methoxy group can also be demethylated to a phenol at a later stage, giving access to 4-hydroxyphenyl analogues.
As a β-keto ester it exists as a keto-enol mixture, so GC or NMR may show more than one form; purity specifications should state the method and how tautomers are counted. Buyers usually check assay, residual 4-methoxyacetophenone and water content, and request the COA and SDS with each batch.
Chemical Specifications
Identifiers
| CAS number | 2881-83-6 |
|---|---|
| Product name | Ethyl 4-Methoxybenzoylacetate |
| Chinese name | 3-(4-甲氧苯基)-3-氧代丙酸乙酯 |
| IUPAC name | ethyl 3-(4-methoxyphenyl)-3-oxopropanoate |
| Synonyms | P-ANISOYLACETIC ACID ETHYL ESTER |
| Chinese synonyms | 3-(4-甲氧苯基)-3-氧代丙酸乙酯; 大茴香酯; 对甲氧基苯甲酰乙酸乙酯; 对茴香酸乙酯; 4-甲氧基苄基乙酸乙酯; 4-甲氧基苯甲酰乙酸乙酯 |
| Molecular formula | C12H14O4 |
| Molecular weight | 222.24 g/mol |
| EC number | 220-733-1 |
| MDL number | MFCD00449636 |
| PubChem CID | 76150 |
| InChIKey | KRAHENMBSVAAHD-UHFFFAOYSA-N |
| SMILES | CCOC(=O)CC(=O)C1=CC=C(C=C1)OC |
Physical and chemical properties
| Boiling Point | 144.4 ( ℃ ) |
|---|
Applications
Its active methylene and 1,3-dicarbonyl unit make it a versatile precursor in heterocycle and ketone synthesis.
Pyrazolone and pyrazole synthesis
Condensation with hydrazines gives 3-(4-methoxyphenyl)pyrazol-5-ones and related pyrazoles used in medicinal chemistry.
Pyrimidine and fused heterocycles
Reaction with amidines, ureas or aminoazoles builds aryl-substituted pyrimidines and fused pyrimidine scaffolds.
Coumarin synthesis
Pechmann-type condensation with phenols yields 4-(4-methoxyphenyl)coumarins.
Aryl ketone building block
Alkylation of the active methylene followed by hydrolysis and decarboxylation gives substituted 4-methoxyphenyl ketones.
Quality Documentation
The following documents can be provided for Ethyl 4-Methoxybenzoylacetate to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
-
Certificate of Analysis (COA) Batch-specific test results against the specification.
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Product specification The release specification with test items, limits and methods.
Packaging, Storage & Transport
Safety and transport
| Hazard Level | 液体普货 |
|---|
Read the current safety data sheet before handling. Packaging can be adapted to the order quantity and destination.
Frequently Asked Questions
How does it differ from ethyl benzoylacetate?
It carries a para-methoxy group, so the 4-methoxyphenyl unit enters the product directly and can later be demethylated to a phenol; reactivity of the β-keto ester is otherwise similar.
Why does the GC or NMR show more than one form?
β-Keto esters exist as keto and enol tautomers in equilibrium; both belong to the same compound, and the COA states how purity is calculated.
How should it be stored?
Keep the container tightly sealed in a dry place at room temperature, away from moisture and strong bases.
What is the CAS number of Ethyl 4-Methoxybenzoylacetate?
The CAS Registry Number of Ethyl 4-Methoxybenzoylacetate is 2881-83-6. Ethyl 4-Methoxybenzoylacetate is also known as P-ANISOYLACETIC ACID ETHYL ESTER.
What is the molecular formula and molecular weight of Ethyl 4-Methoxybenzoylacetate?
The molecular formula of Ethyl 4-Methoxybenzoylacetate is C12H14O4, and its molecular weight is 222.24 g/mol.
What is Ethyl 4-Methoxybenzoylacetate used for?
Its active methylene and 1,3-dicarbonyl unit make it a versatile precursor in heterocycle and ketone synthesis.
Which quality documents are available for Ethyl 4-Methoxybenzoylacetate?
The following documents are available for Ethyl 4-Methoxybenzoylacetate: Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for Ethyl 4-Methoxybenzoylacetate?
Send an inquiry for Ethyl 4-Methoxybenzoylacetate (CAS 2881-83-6) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
Request a Quote for Ethyl 4-Methoxybenzoylacetate
Tell us the required quantity, target specification, destination country and any documentation requirements. We will confirm availability, packaging, lead time and price.
Page last reviewed on by Leo Xiao.