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

Name: Methyl 2-(5-bromo-2-methoxyphenyl)acetate
Brand: ChemScene
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CAS No. 294860-58-5
Cat. No. CS-0197755
Purity≥97%
MDL No.None

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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+
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Methyl 2-(5-bromo-2-methoxyphenyl)acetate|CS-0197755

Structure of 294860-58-5

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General Information

CAS No. 294860-58-5
Cat. No. CS-0197755
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁BrO₃
Molecular Weight 259.10
Synonym(s) None
SMILES COC1=CC=C(C=C1CC(=O)OC)Br

Description

Methyl 2-(5-bromo-2-methoxyphenyl)acetate features a brominated aromatic core with a methoxy substituent and a pendant ester-functionalized side chain. This combination imparts enhanced stability and solubility in polar organic solvents, enabling efficient integration into Suzuki-Miyaura coupling sequences and other transition-metal-catalyzed transformations. The molecule’s electron-deficient aryl ring facilitates selective functionalization, while the methyl ester group serves as a versatile handle for downstream derivatization under mild conditions.

Application

Methyl 2-(5-bromo-2-methoxyphenyl)acetate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to biaryl and heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the methoxy and ester functionalities provide orthogonal reactivity and structural stability. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 67-56-1
- In-stock
  
  7017-48-3
- ~%
- In-stock
  
  294860-58-5
References
- AMIRA PHARMACEUTICALS, INC. Patent: US2007/173508 A1, 2007 ; Location in patent: Page/Page column 87 ; US 20070173508 A1
Route2
- 67-56-1
- 7062-40-0
- ~%
- In-stock
  
  294860-58-5
References
- Paty Bulletin de la Societe Chimique de France, 1938 , vol. <5> 5, p. 1676,1682

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 35.53
LogP 2.1732
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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

CAS No. 294860-58-5

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