Cas no 5965-53-7 (Diethyl 2-oxopentanedioate)

Diethyl 2-oxopentanedioate (CAS 615-79-2) is a versatile ester derivative of 2-oxopentanedioic acid, commonly employed as a key intermediate in organic synthesis. Its bifunctional structure, featuring both keto and ester groups, makes it valuable for constructing heterocycles, pharmaceuticals, and fine chemicals. The compound exhibits good solubility in common organic solvents, facilitating its use in reactions such as condensations, alkylations, and Michael additions. Its stability under standard conditions and predictable reactivity enhance its utility in multistep synthetic routes. Diethyl 2-oxopentanedioate is particularly noted for its role in producing pyrrole derivatives and other nitrogen-containing heterocycles, underscoring its importance in medicinal and materials chemistry research.
Diethyl 2-oxopentanedioate structure
Diethyl 2-oxopentanedioate structure
Product Name:Diethyl 2-oxopentanedioate
CAS No:5965-53-7
MF:C9H14O5
MW:202.204463481903
MDL:MFCD00032382
CID:367513
Update Time:2025-06-10

Diethyl 2-oxopentanedioate Chemical and Physical Properties

Names and Identifiers

    • Diethyl 2-oxopentanedioate
    • Pentanedioic acid, 2-oxo-, 1,5-diethyl ester
    • diethyl 2-ketoglutarate
    • diethyl 2-oxo-glutarate
    • Diethyl oxalpropionate
    • ethyl 4-ethoxycarbonyl-2-oxobutanoate
    • UNII-D9H7KZF90H
    • Diethyl 2-oxoglutarate
    • Diethyl alpha-ketoglutarate
    • D9H7KZF90H
    • 1,5-diethyl 2-oxopentanedioate
    • Diethyl 2-oxopentane-1,5-dicarboxylate
    • zlchem 727
    • Diethyl oxalpropanoate
    • .alpha.-Ketoglutaric acid diethyl ester
    • Pentanedioic acid, 2-oxo-, diethyl ester
    • 2-Oxoglutaric acid diethyl ester
    • ZLD0181
    • NGRAIMFUWGFAEM-UHFFFAOYS
    • diethyl oxalopropionate
    • Ethyl ethoxalylpropionate
    • diethyl 2-oxoglutarate, AldrichCPR
    • MDL: MFCD00032382
    • Inchi: 1S/C9H14O5/c1-3-13-8(11)6-5-7(10)9(12)14-4-2/h3-6H2,1-2H3
    • InChI Key: NGRAIMFUWGFAEM-UHFFFAOYSA-N
    • SMILES: CCOC(CCC(C(OCC)=O)=O)=O

Computed Properties

  • Exact Mass: 202.08400
  • Monoisotopic Mass: 202.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 8
  • Complexity: 221
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.5
  • Topological Polar Surface Area: 69.7

Experimental Properties

  • Density: 0,98 g/cm3
  • Boiling Point: 126-128°C 12mm
  • Flash Point: 283 °C at 760 mmHg
  • Refractive Index: 1.4
  • PSA: 69.67000
  • LogP: 0.46190

Diethyl 2-oxopentanedioate Security Information

  • Safety Instruction: S24/25
  • Safety Term:S24/25

Diethyl 2-oxopentanedioate Customs Data

  • HS CODE:2918300090
  • Customs Data:

    China Customs Code:

    2918300090

    Overview:

    2918300090 Other aldehydes or ketones without other oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918300090 other carboxylic acids with aldehyde or ketone function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

Diethyl 2-oxopentanedioate Pricemore >>

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Diethyl 2-oxopentanedioate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:5965-53-7)Diethyl 2-oxopentanedioate
Order Number:A832402
Stock Status:in Stock
Quantity:5g/1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:27
Price ($):526.0/150.0

Diethyl 2-oxopentanedioate Related Literature

Additional information on Diethyl 2-oxopentanedioate

Comprehensive Overview of Diethyl 2-oxopentanedioate (CAS No. 5965-53-7): Properties, Applications, and Industry Insights

Diethyl 2-oxopentanedioate, also known as diethyl oxoglutarate or ethyl 2-oxoglutarate, is a versatile organic compound with the CAS registry number 5965-53-7. This ester derivative of 2-oxopentanedioic acid is widely utilized in pharmaceutical synthesis, flavor and fragrance production, and as a key intermediate in organic chemistry. Its molecular formula, C9H14O5, and structural features make it a valuable building block for researchers and industrial applications.

The growing interest in Diethyl 2-oxopentanedioate stems from its role in sustainable chemistry and green synthesis. As industries shift toward eco-friendly processes, this compound has gained attention for its potential in catalytic reactions and biodegradable material production. Recent studies highlight its utility in synthesizing heterocyclic compounds, which are crucial for developing new pharmaceutical intermediates and specialty chemicals.

One of the most searched questions about CAS 5965-53-7 relates to its solubility and stability. The compound exhibits excellent solubility in common organic solvents like ethanol, ether, and chloroform, while remaining stable under standard storage conditions (room temperature, inert atmosphere). This property makes it a preferred choice for laboratory-scale reactions and industrial-scale production alike.

In the flavor and fragrance industry, Diethyl 2-oxopentanedioate serves as a precursor for fruity esters. Its mild, ester-like aroma contributes to the formulation of food additives and perfume ingredients, aligning with the clean-label trend in consumer products. Manufacturers increasingly seek this compound for developing natural-identical flavors, responding to the global demand for transparent ingredient lists.

From a synthetic chemistry perspective, the 2-oxopentanedioate moiety offers unique reactivity. The keto and ester functional groups enable diverse transformations, including condensations, reductions, and nucleophilic additions. Researchers frequently explore its use in multicomponent reactions, a hot topic in medicinal chemistry for efficient drug discovery pipelines.

Quality control of Diethyl 2-oxopentanedioate (CAS 5965-53-7) involves rigorous analytical methods. Gas chromatography (GC) and high-performance liquid chromatography (HPLC) are standard techniques for purity assessment, typically requiring ≥98% purity for pharmaceutical applications. Advanced spectroscopic methods like NMR and mass spectrometry further characterize its molecular structure.

The compound's safety profile is another frequent search topic. While Diethyl 2-oxopentanedioate is generally considered low-risk when handled properly, appropriate laboratory practices—including ventilation and personal protective equipment—are recommended. Material Safety Data Sheets (MSDS) provide detailed handling guidelines to ensure workplace safety during its use.

Emerging applications in biocatalysis have positioned 5965-53-7 as a substrate for enzyme-mediated reactions. Biotechnological approaches using immobilized lipases or esterases demonstrate efficient modification of this compound, reflecting the intersection of traditional organic chemistry with cutting-edge bioprocess technology.

Market analysis indicates steady growth for Diethyl 2-oxopentanedioate suppliers, particularly in Asia-Pacific regions where pharmaceutical and agrochemical production is expanding. Manufacturers are investing in scalable synthesis routes to meet increasing demand while maintaining competitive pricing and high purity standards.

For researchers exploring structure-activity relationships, the oxopentanedioate scaffold presents intriguing possibilities. Its balanced hydrophilicity-lipophilicity character makes it a valuable template for designing bioactive molecules with optimized pharmacokinetic properties—a key consideration in modern drug development programs.

Storage and transportation of CAS 5965-53-7 require attention to moisture sensitivity. Suppliers typically recommend airtight containers with desiccants, stored in cool, dry conditions away from strong oxidizers. Proper packaging ensures product integrity during international shipping, which is crucial for global supply chains.

Innovative purification techniques, such as molecular distillation and crystallization optimization, continue to improve the quality of commercial Diethyl 2-oxopentanedioate. These advancements address the pharmaceutical industry's stringent requirements for impurity profiles, particularly in GMP-compliant production facilities.

The compound's role in metal-organic frameworks (MOFs) synthesis represents a novel research direction. As porous materials gain importance in gas storage and separation technologies, 2-oxopentanedioate derivatives contribute to designing functional coordination polymers with tailored properties.

Environmental considerations shape modern applications of 5965-53-7. Life cycle assessments evaluate its production processes, while green chemistry principles guide the development of atom-efficient synthetic routes. These approaches align with global sustainability initiatives in the chemical industry.

Analytical reference standards of Diethyl 2-oxopentanedioate support quality assurance in multiple industries. Certified reference materials (CRMs) with traceable purity documentation enable accurate quantification in complex matrices, essential for regulatory compliance and product standardization.

Future prospects for CAS 5965-53-7 include exploration in bio-based polymers and renewable materials. As circular economy models gain traction, this compound's derivatization potential positions it as a candidate for sustainable material innovation across multiple industrial sectors.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:5965-53-7)Diethyl 2-oxopentanedioate
A832402
Purity:99%/99%
Quantity:5g/1g
Price ($):526.0/150.0
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