Ethyl 2-(3,4-difluorophenyl)-2-oxoacetate

Name: Ethyl 2-(3,4-difluorophenyl)-2-oxoacetate
Brand: ChemScene
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CAS No. 73790-05-3
Cat. No. CS-0197399
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 2-(3,4-difluorophenyl)-2-oxoacetate|CS-0197399

Structure of 73790-05-3

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General Information

CAS No. 73790-05-3
Cat. No. CS-0197399
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈F₂O₃
Molecular Weight 214.17
Synonym(s) Ethyl 3,4-difluorobenzoylformate
SMILES CCOC(=O)C(=O)C1=CC(=C(C=C1)F)F

Description

Ethyl 2-(3,4-difluorophenyl)-2-oxoacetate is a bench-stable, moisture-tolerant ketone precursor featuring a sterically accessible β-ketoester moiety. The para-fluorinated aryl group enhances electron deficiency, enabling efficient coupling in transition-metal-catalyzed C–C bond formations and facilitating downstream functionalization in medicinal chemistry synthesis.

Application

Ethyl 2-(3,4-difluorophenyl)-2-oxoacetate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of chiral α-hydroxy and α-amino acid derivatives via stereoselective transformations. Its enolizable ketone functionality facilitates aldol and Michael additions, while the difluorophenyl group enhances metabolic stability and modulates electronic properties—valuable for medicinal chemistry applications. The ester moiety supports straightforward derivatization and purification, offering robust bench stability and compatibility with standard reaction conditions.

Synthesis

Route1
- 348-61-8
- 95-92-1
- ~%
- In-stock
  
  73790-05-3
References
- Journal of Organic Chemistry, , vol. 45, # 14 p. 2883 - 2887

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 43.37
LogP 1.7106
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Ethyl 2-(3,4-difluorophenyl)-2-oxoacetate

CAS No. 73790-05-3

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