Ethyl 2-(4-bromo-3-fluorophenyl)acetate

Name: Ethyl 2-(4-bromo-3-fluorophenyl)acetate
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CAS No. 1296223-82-9
Cat. No. CS-0223660
Purity≥96%
MDL No.None

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Ethyl 2-(4-bromo-3-fluorophenyl)acetate|CS-0223660

Structure of 1296223-82-9

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General Information

CAS No. 1296223-82-9
Cat. No. CS-0223660
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀BrFO₂
Molecular Weight 261.09
Synonym(s) Ethyl (4-bromo-3-fluorophenyl)acetate
SMILES CCOC(=O)CC1=CC(=C(C=C1)Br)F

Description

Ethyl 2-(4-bromo-3-fluorophenyl)acetate features a bromo- and fluoro-substituted phenyl ring that imparts enhanced electron-withdrawing character, enabling efficient coupling in cross-coupling reactions. The ester functionality provides solubility in common organic solvents and compatibility with standard reaction conditions. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical candidates.

Application

Ethyl 2-(4-bromo-3-fluorophenyl)acetate serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo substituent. The fluorine atom enhances metabolic stability and modulates electronic properties. Its ethyl ester functionality facilitates downstream transformations, including hydrolysis and amide coupling. Bench-stable and readily purified by column chromatography, it functions reliably in the synthesis of biologically active molecules and heterocyclic scaffolds.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 26.3
LogP 2.6938
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

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 2-(4-bromo-3-fluorophenyl)acetate

CAS No. 1296223-82-9

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