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CS-W001157 4
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Ethyl 3-(3-chlorophenyl)-3-oxopropanoate

  • CAS No. 33167-21-4

  • Cat. No. CS-0099790
  • Purity≥97%
  • MDL No.MFCD03424810

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

Ethyl 3-(3-chlorophenyl)-3-oxopropanoate|CS-0099790

Structure of 33167-21-4

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General Information

  • CAS No. 33167-21-4
  • Cat. No. CS-0099790
  • Purity ≥97%
  • MDL No. MFCD03424810
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁ClO₃
  • Molecular Weight None
  • Synonym(s) Ethyl (3-chlorobenzoyl)acetate
  • SMILES O=C(CC(C1=CC=CC(Cl)=C1)=O)OCC

Description

Ethyl 3-(3-chlorophenyl)-3-oxopropanoate features a conjugated enone system flanked by a chlorinated aromatic ring and an ester group, enabling direct participation in Knoevenagel condensations and Michael additions. This bench-stable reagent integrates readily into synthetic sequences requiring electrophilic carbon centers adjacent to electron-withdrawing functionalities.

Application

Ethyl 3-(3-chlorophenyl)-3-oxopropanoate serves as a versatile β-keto ester building block in synthetic organic chemistry, enabling efficient construction of substituted heterocycles and functionalized carbonyl compounds. Its electrophilic enolizable α-position facilitates aldol-type condensations and Michael additions, while the ortho-chlorophenyl group provides a handle for further functionalization via palladium-catalyzed cross-coupling. The compound exhibits good bench stability and is readily purified by distillation or chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Safety Information

Download SDS
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   43.37
  • LogP   2.4759
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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