Ethyl 3-(4-bromophenyl)-3-oxopropanoate

Name: Ethyl 3-(4-bromophenyl)-3-oxopropanoate
Brand: ChemScene
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CAS No. 26510-95-2
Cat. No. CS-W007561
Purity≥97%
MDL No.MFCD00231243

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 3-(4-bromophenyl)-3-oxopropanoate|CS-W007561

Structure of 26510-95-2

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General Information

CAS No. 26510-95-2
Cat. No. CS-W007561
Purity ≥97%
MDL No. MFCD00231243
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₁BrO₃
Molecular Weight 271.11
Synonym(s) Ethyl 3-(4-Bromophenyl)-3-oxopropionate
SMILES CCOC(=O)CC(=O)C1=CC=C(Br)C=C1

Description

Ethyl 3-(4-bromophenyl)-3-oxopropanoate features a brominated aryl group flanked by an electrophilic β-keto ester moiety, enabling direct participation in nucleophilic addition and condensation reactions. This bench-stable compound integrates readily into synthetic sequences requiring halogen-directed functionalization or cross-coupling precursors.

Application

Ethyl 3-(4-bromophenyl)-3-oxopropanoate serves as a versatile building block for the synthesis of biologically relevant heterocycles and pharmaceutical intermediates. Its α,β-unsaturated ester functionality enables reliable Michael additions, aldol condensations, and palladium-catalyzed cross-couplings. The pendant bromophenyl group facilitates further functionalization via Suzuki, Stille, or Negishi reactions. Bench-stable and readily purified by column chromatography, it supports scalable synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  99-90-1
- 105-58-8
- ~90%
- In-stock
  
  26510-95-2
References
- PRESIDIO PHARMACEUTICALS, INC.; ZHONG, Min; LI, Leping Patent: WO2012/58125 A1, 2012 ; Location in patent: Page/Page column 147 ; WO 2012/058125 A1
Route2
- 239094-36-1
- ~92%
- In-stock
  
  26510-95-2
References
- Chen, Shufeng; Yuan, Fang; Zhao, Haiying; Li, Baoguo RSC Advances, 2013 , vol. 3, # 31 p. 12616 - 12620
Route3
- 70-11-1
- ~%
- In-stock
  
  26510-95-2
References
- Hoffmann-La Roche Inc. Patent: US5763450 A1, 1998 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P273-P280-P302+P352-P312-P363-P391-P501

Quality Control

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Computational Chemistry Data

TPSA 43.37
LogP 2.585
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Ethyl 3-(4-bromophenyl)-3-oxopropanoate

CAS No. 26510-95-2

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