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Ethyl 3-(2-furyl)-3-oxopropanoate

  • CAS No. 615-09-8

  • Cat. No. CS-0067857
  • Purity≥97%
  • MDL No.MFCD00122473

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

Ethyl 3-(2-furyl)-3-oxopropanoate|CS-0067857

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General Information

  • CAS No. 615-09-8
  • Cat. No. CS-0067857
  • Purity ≥97%
  • MDL No. MFCD00122473
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₄
  • Molecular Weight 182.17
  • Synonym(s) ETHYL 3-OXO-3-(FURAN-2-YL)PROPANOATE
  • SMILES O=C(OCC)CC(C1=CC=CO1)=O

Description

Ethyl 3-(2-furyl)-3-oxopropanoate features a conjugated enone system flanked by a furan ring and ester group, enabling efficient Michael additions and Diels-Alder cycloadditions. This electron-deficient β-keto ester integrates readily into heterocyclic synthesis, offering high regioselectivity and stability under standard conditions.

Application

Ethyl 3-(2-furyl)-3-oxopropanoate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to furan-containing pyran and pyridine derivatives via condensation and cyclization reactions. Its α,β-unsaturated ester functionality facilitates nucleophilic addition and Michael-type reactions, while the pendant furan ring provides structural rigidity and electronic modulation. The compound exhibits good bench stability and is readily purified by distillation or flash chromatography, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   56.51
  • LogP   1.4155
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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