Methyl 4-bromo-3-methoxybenzoate

Name: Methyl 4-bromo-3-methoxybenzoate
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CAS No. 17100-63-9
Cat. No. CS-W003510
Purity≥97%
MDL No.MFCD08436018

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Methyl 4-bromo-3-methoxybenzoate|CS-W003510

Structure of 17100-63-9

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General Information

CAS No. 17100-63-9
Cat. No. CS-W003510
Purity ≥97%
MDL No. MFCD08436018
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₃
Molecular Weight 245.07
Synonym(s) 4-BROMO-3-METHOXYBENZOIC ACID METHYL ESTER
SMILES COC(=O)c1ccc(c(c1)OC)Br

Description

Methyl 4-bromo-3-methoxybenzoate features a bromine substituent at the para position relative to the ester group, combined with a methoxy group ortho to the ester. This electron-deficient aromatic system enables efficient coupling reactions in cross-coupling protocols. The methyl ester functionality supports direct derivatization and facilitates purification under standard conditions.

Application

Methyl 4-bromo-3-methoxybenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi transformations. The bromo group provides high reactivity under standard conditions, while the methoxy substituent enhances solubility and offers orthogonal handling in multi-step synthesis. Bench-stable and readily purified by column chromatography, it functions effectively in the construction of functionalized aryl scaffolds for pharmaceutical and agrochemical applications.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 35.53
LogP 2.2443
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-bromo-3-methoxybenzoate

CAS No. 17100-63-9

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