Product Overview
Diethyl 2-(2-oxo-2-phenylethyl)malonate (CAS 20320-59-6), also known as diethyl 2-phenacylpropanedioate or 苯乙酰丙二酸二乙酯, is a β-keto ester derivative of malonic acid that serves as a versatile building block in organic synthesis. The molecule features a central malonate backbone substituted with a 2-oxo-2-phenylethyl (phenacyl) group at the α-position, combining both ester and ketone functionality in a single scaffold.
Chemical Information
| IUPAC Name | Diethyl 2-phenacylpropanedioate |
| CAS Number | 20320-59-6 |
| Molecular Formula | C₁₅H₁₈O₅ |
| Molecular Weight | 278.30 g/mol |
| SMILES | CCOC(=O)C(CC(=O)C1=CC=CC=C1)C(=O)OCC |
| XLogP | 2.2 |
| PubChem CID | 3386690 |
Synthetic Applications
As a β-keto ester, this compound participates in a variety of carbon-carbon bond forming reactions that are fundamental to pharmaceutical intermediate synthesis:
- Knoevenagel Condensation: The active methylene group between the two ester moieties undergoes condensation with aldehydes to yield α,β-unsaturated malonate derivatives.
- Michael Addition: The malonate component serves as a nucleophile in conjugate addition reactions with α,β-unsaturated carbonyl compounds.
- Cyclization Reactions: The 1,3-dicarbonyl motif enables the construction of pyrazole, pyrimidine, and coumarin heterocycles via condensation with hydrazines, amidines, and phenols respectively.
- Decarboxylative Coupling: Metal-catalyzed decarboxylative cross-coupling reactions provide access to substituted benzyl and phenethyl derivatives.
Physical Properties
| Appearance | Pale yellow to amber liquid or low-melting solid |
| Purity | ≥ 97% (HPLC, COA available upon request) |
| Solubility | Soluble in ethanol, ethyl acetate, DCM, DMSO; partially soluble in hexane |
| Storage | 2–8 °C, protected from moisture |
| Shipping | FOB Shanghai, standard packaging |
Pricing
| Package Size | Price (USD) |
| 1 g | Inquire |
| 5 g | Inquire |
| 25 g+ | Inquire for bulk pricing |
All prices quoted FOB Shanghai. For custom synthesis and larger quantities, please contact us.
Related Products
Our portfolio includes a wide range of β-keto esters, malonate derivatives, and fine chemical intermediates. Custom synthesis services are available for non-catalog compounds.
Contact Information
For pricing, technical data sheets (COA), or custom synthesis inquiries:
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