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CS-W001157 4
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sodium 1-cyano-3-ethoxy-2,3-dioxopropan-1-ide

  • CAS No. 53544-13-1

  • Cat. No. CS-0151551
  • Molecule weight163.11
  • Purity≥95%
  • MDL No.MFCD24696331

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

sodium 1-cyano-3-ethoxy-2,3-dioxopropan-1-ide|CS-0151551

Structure of 53544-13-1

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General Information

  • CAS No. 53544-13-1
  • Cat. No. CS-0151551
  • Purity ≥95%
  • MDL No. MFCD24696331
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆NNaO₃
  • Molecular Weight 163.11
  • Synonym(s) Propanoic acid, 3-cyano-2-oxo-, ethyl ester, ion(1-), sodium
  • SMILES N#C[CH-]C(C(OCC)=O)=O.[Na+]

Description

Sodium 1-cyano-3-ethoxy-2,3-dioxopropan-1-ide delivers a highly reactive enolate equivalent for C–C bond formation. This bench-stable, moisture-tolerant reagent integrates seamlessly into synthetic sequences requiring rapid nucleophilic addition at carbonyl centers. Its unique combination of cyano and ester functionalities enables selective transformations under mild conditions.

Application

Sodium 1-cyano-3-ethoxy-2,3-dioxopropan-1-ide serves as a versatile synthon in heterocyclic synthesis, enabling efficient construction of pyrrolidine and imidazole scaffolds via [3+2] cycloaddition reactions. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward purification and integration into multi-step synthetic sequences, making it a practical choice 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   67.16
  • LogP   -0.40082
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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