Methyl 2-(5-bromo-2-chlorophenyl)acetate

Name: Methyl 2-(5-bromo-2-chlorophenyl)acetate
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CAS No. 203314-33-4
Cat. No. CS-W022785
Molecule weight263.52
Purity≥96%
MDL No.MFCD16038439

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Methyl 2-(5-bromo-2-chlorophenyl)acetate|CS-W022785

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General Information

CAS No. 203314-33-4
Cat. No. CS-W022785
Purity ≥96%
MDL No. MFCD16038439
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrClO₂
Molecular Weight 263.52
Synonym(s) Methyl 5-bromo-2-chlorophenylacetate
SMILES COC(=O)CC1=C(Cl)C=CC(Br)=C1

Description

Methyl 2-(5-bromo-2-chlorophenyl)acetate features a bromo-chloro-substituted phenyl ring that confers enhanced electron-withdrawing character, enabling efficient coupling in cross-coupling reactions. The methyl ester group provides a stable, bench-ready handle for downstream functionalization, while the halogenated aromatic core supports selective transformations under palladium catalysis.

Application

Methyl 2-(5-bromo-2-chlorophenyl)acetate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of biaryl scaffolds via palladium-catalyzed cross-coupling reactions. The ortho-halogenated aryl motif provides high regioselectivity in Suzuki, Stille, and Negishi couplings, while the ester group offers compatibility with subsequent transformations including hydrolysis, reduction, and nucleophilic substitution. Bench-stable and readily purified by flash chromatography, it facilitates scalable synthesis of complex heterocyclic and functionalized aromatic systems.

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 26.3
LogP 2.818
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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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Methyl 2-(5-bromo-2-chlorophenyl)acetate

CAS No. 203314-33-4

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