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CS-W001157 4
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Ethyl 2,4-dioxo-4-(thiophen-2-yl)butanoate

  • CAS No. 36983-36-5

  • Cat. No. CS-0122050
  • Molecule weight226.25
  • Purity≥97%
  • MDL No.MFCD00126316

*For research and further manufacturing use only, not for direct human use.

Ethyl 2,4-dioxo-4-(thiophen-2-yl)butanoate|CS-0122050

Structure of 36983-36-5

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General Information

  • CAS No. 36983-36-5
  • Cat. No. CS-0122050
  • Purity ≥97%
  • MDL No. MFCD00126316
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₄S
  • Molecular Weight 226.25
  • Synonym(s) ETHYL 3-(2-THENOYL)PYRUVATE
  • SMILES O=C(OCC)C(CC(C1=CC=CS1)=O)=O

Description

Ethyl 2,4-dioxo-4-(thiophen-2-yl)butanoate serves as a key synthon in heterocyclic synthesis, featuring a thiophene-appended β-keto ester motif. The molecule integrates readily into Michael additions and cycloaddition cascades, leveraging its electron-deficient enone system and dual carbonyl functionalities for efficient ring formation under mild conditions.

Application

Ethyl 2,4-dioxo-4-(thiophen-2-yl)butanoate serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to functionalized pyrroles and thiophenes via condensation and cyclization reactions. Its α,β-unsaturated β-ketoester motif facilitates nucleophilic addition and Michael-type processes, while the thiophene moiety imparts stability and orthogonality for downstream modifications. The compound exhibits good bench stability and is amenable to standard purification protocols, making it a reliable building block for medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   60.44
  • LogP   1.4531
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   5

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