Cas no 37784-67-1 (Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester)

Propanedioic acid, 2-(3-thienyl)-, 1,3-diethyl ester is a specialized organic compound featuring a thienyl-substituted propanedioic acid core with diethyl ester functionalization. This structure imparts unique reactivity, making it valuable in synthetic chemistry, particularly as an intermediate in the preparation of heterocyclic compounds or functional materials. The thienyl group enhances its utility in applications requiring conjugated systems, such as organic electronics or photochemical research. The diethyl ester moieties improve solubility in organic solvents, facilitating handling in synthetic workflows. Its well-defined molecular architecture allows for precise modifications, supporting its use in controlled reactions. The compound is typically characterized by high purity and stability under standard conditions.
Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester structure
37784-67-1 structure
Product Name:Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester
CAS No:37784-67-1
MF:C11H14O4S
MW:242.291462421417
MDL:MFCD21162345
CID:318575
PubChem ID:3015942
Update Time:2025-05-20

Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester Chemical and Physical Properties

Names and Identifiers

    • Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester
    • diethyl (3-thienyl)malonate
    • diethyl 2-thiophen-3-ylpropanedioate
    • diethyl thiophen-3-ylpropanedioate
    • 3-Thienylpropanedioic acid diethyl ester
    • Propanedioic acid, 2-(3-thienyl)-, 1,3-diethyl ester
    • 1,3-DIETHYL 2-(THIOPHEN-3-YL)PROPANEDIOATE
    • W96677WC36
    • Diethyl2-(thiophen-3-yl)malonate
    • SCHEMBL8178062
    • Diethyl(3-thienyl)malonate
    • 1,3-Diethyl 2-(3-thienyl)propanedioate
    • AKOS014432142
    • AS-40076
    • 37784-67-1
    • Diethyl 2-(thiophen-3-yl)malonate
    • CS-0451857
    • NS00056822
    • EINECS 253-666-1
    • DTXSID10191231
    • AURROROYQPIDRG-UHFFFAOYSA-N
    • diethyl 3-thienylmalonate
    • MFCD21162345
    • diethyl thien-3-ylmalonate
    • DB-119040
    • MDL: MFCD21162345
    • Inchi: 1S/C11H14O4S/c1-3-14-10(12)9(11(13)15-4-2)8-5-6-16-7-8/h5-7,9H,3-4H2,1-2H3
    • InChI Key: AURROROYQPIDRG-UHFFFAOYSA-N
    • SMILES: S1C=CC(=C1)C(C(=O)OCC)C(=O)OCC

Computed Properties

  • Exact Mass: 242.06132
  • Monoisotopic Mass: 242.06128010g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 7
  • Complexity: 236
  • 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: 2.2
  • Topological Polar Surface Area: 80.8?2

Experimental Properties

  • Density: 1.199
  • PSA: 52.6

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Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester Related Literature

Additional information on Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester

Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester (CAS 37784-67-1): A Comprehensive Technical Overview

In the realm of specialty chemicals, Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester (CAS 37784-67-1) stands as a compound of significant interest to researchers and industrial applications alike. This thiophene-containing diethyl ester derivative has garnered attention for its unique molecular structure that combines the electronic properties of thiophene rings with the versatility of ester functionalities.

The compound's systematic name reveals its structural characteristics: a propanedioic acid (malonic acid) backbone substituted at the 2-position with a 3-thienyl group and esterified at both carboxyl groups with ethyl moieties. This molecular architecture makes it particularly valuable in materials science applications, especially in the development of organic semiconductors and conductive polymers - areas currently experiencing rapid growth due to increasing demand for flexible electronics.

Recent studies highlight the compound's potential in organic photovoltaic (OPV) devices, where its electron-withdrawing ester groups and electron-rich thiophene ring create an optimal balance for charge transport. Researchers are particularly interested in how modifications to the diethyl ester portion might tune the compound's solubility and crystallinity - key parameters for device performance. These investigations align with current industry trends toward solution-processable organic electronic materials that can be manufactured using cost-effective printing techniques.

The synthesis of Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester typically involves the alkylation of 2-(3-thienyl)malonic acid with ethanol under appropriate reaction conditions. Process optimization remains an active area of research, with recent publications focusing on green chemistry approaches that minimize solvent use and energy consumption. These developments respond to growing environmental concerns in the chemical industry and the push for sustainable synthetic methodologies.

From a commercial perspective, the market for thiophene-based intermediates like CAS 37784-67-1 has expanded significantly in recent years. Industry analysts attribute this growth to several factors: the compound's role in developing organic field-effect transistors (OFETs), its use in electroluminescent materials for OLED displays, and emerging applications in bioelectronic sensors. The global market for such specialty chemicals is projected to maintain steady growth, particularly in Asia-Pacific regions where electronics manufacturing continues to expand.

Quality control parameters for Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester typically include purity assessment by HPLC analysis, confirmation of molecular structure via NMR spectroscopy, and determination of residual solvents. Advanced characterization techniques like differential scanning calorimetry (DSC) are increasingly employed to study the compound's thermal properties, which are crucial for understanding its processing behavior in material applications.

Storage and handling recommendations for this compound emphasize protection from moisture and oxidation, typically suggesting storage under inert atmosphere at controlled temperatures. While not classified as hazardous under standard regulations, proper laboratory practices should always be followed when working with organic chemical intermediates like CAS 37784-67-1.

The scientific literature reveals an expanding patent landscape surrounding derivatives of 2-(3-thienyl)malonic acid esters, particularly in applications related to flexible electronics and wearable technologies. Recent patent filings demonstrate innovation in modifying the ester groups to achieve specific material properties, indicating that Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester serves as a valuable building block for more complex functional materials.

Academic interest in this compound continues to grow, with research groups exploring its potential in novel applications such as organic thermoelectric materials and photocatalytic systems. The compound's ability to participate in various cross-coupling reactions makes it particularly versatile for creating extended π-conjugated systems, a property highly valued in modern materials chemistry.

For researchers considering working with Propanedioic acid,2-(3-thienyl)-, 1,3-diethyl ester, several key resources are available. The compound's physical and chemical properties have been documented in various chemical databases, while synthetic procedures continue to be refined in recent publications. Safety data sheets provide essential handling information, and commercial suppliers typically offer technical support for application-specific inquiries about this specialty chemical intermediate.

Looking toward future developments, the role of thiophene-containing compounds like CAS 37784-67-1 in advancing organic electronic technologies appears secure. As research pushes toward higher efficiency and more sustainable materials, derivatives of this compound will likely play important roles in next-generation printed electronics, energy harvesting devices, and flexible displays - all areas receiving significant investment in current materials research initiatives.

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