Ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate

Name: Ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate
Brand: ChemScene
Availability: InStock
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CAS No. 53090-43-0
Cat. No. CS-0099783
Purity≥97%
MDL No.MFCD03424830

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate|CS-0099783

Structure of 53090-43-0

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General Information

CAS No. 53090-43-0
Cat. No. CS-0099783
Purity ≥97%
MDL No. MFCD03424830
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₀Cl₂O₃
Molecular Weight None
Synonym(s) Ethyl 3-(3,4-dichlorophenyl)-3-oxopropionate
SMILES O=C(CC(C1=CC=C(C(Cl)=C1)Cl)=O)OCC

Description

Ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate features a conjugated enone system flanked by electron-withdrawing ester and aryl groups, enabling efficient Michael addition reactions. This bench-stable reagent integrates readily into synthetic sequences requiring ketone-based electrophilic coupling.

Application

Ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted cyclohexanones and heterocyclic scaffolds via Claisen condensation and related transformations. Its dual electrophilic functionalities—ketone and ester—support sequential functionalization under mild conditions, while the 3,4-dichlorophenyl group enhances metabolic stability and provides a handle for further derivatization in medicinal chemistry applications. The compound exhibits excellent bench stability and facilitates straightforward purification by standard chromatographic methods.

Synthesis

Route1
- In-stock
  
  51-44-5
- In-stock
  
  6148-64-7
- ~72%
- In-stock
  
  53090-43-0
References
- BIOENERGENIX; MCCALL, John; KELLY, Robert, C.; ROMERO, Donna, L. Patent: WO2014/66795 A1, 2014 ; Location in patent: Paragraph 0175 ;
Route2
- In-stock
  
  6148-64-7
- In-stock
  
  3024-72-4
- ~82%
- In-stock
  
  53090-43-0
References
- Takamura, Makoto; Yabu, Kazuo; Nishi, Takahide; Yanagisawa, Hiroaki; Kanai, Motomu; Shibasaki, Masakatsu Synlett, 2003 , # 3 p. 353 - 356
Route3
- In-stock
  
  1071-46-1
- In-stock
  
  3024-72-4
- ~%
- In-stock
  
  53090-43-0
References
- Journal of Organic Chemistry, , vol. 44, # 2 p. 310 - 311

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 43.37
LogP 3.1293
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate

CAS No. 53090-43-0

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