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CS-W001157 4
Total: USD 88.00

Ethyl 2-((dimethylamino)methylene)-3-oxobutanoate

  • CAS No. 51145-57-4

  • Cat. No. CS-W005704
  • Purity≥96%
  • MDL No.MFCD00087563

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

Ethyl 2-((dimethylamino)methylene)-3-oxobutanoate|CS-W005704

Structure of 51145-57-4

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General Information

  • CAS No. 51145-57-4
  • Cat. No. CS-W005704
  • Purity ≥96%
  • MDL No. MFCD00087563
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₃
  • Molecular Weight 185.22
  • Synonym(s) Ethyl 2-acetyl-3-(dimethylamino)acrylate
  • SMILES CC(/C(C(OCC)=O)=C\N(C)C)=O

Description

Ethyl 2-((dimethylamino)methylene)-3-oxobutanoate features a conjugated enone system flanked by a dimethylamino group, enabling efficient Michael addition reactions. This electron-rich enone integrates readily into complex heterocyclic frameworks under mild conditions, offering high regioselectivity in C–C bond formation. The molecule’s bench-stable nature and solubility in common organic solvents streamline handling during synthetic sequences.

Application

Ethyl 2-((dimethylamino)methylene)-3-oxobutanoate serves as a versatile synthetic building block in heterocycle construction, enabling efficient access to substituted pyrroles and other nitrogen-containing scaffolds via condensation and cyclization protocols. Its enolizable β-ketoester functionality facilitates aldol-type reactions and Michael additions, while the dimethylamino group enhances electrophilic activation. The compound exhibits good bench stability and is readily purified by distillation or chromatography, making it well-suited for scalable synthesis 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   46.61
  • LogP   0.584
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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