Methyl 3-bromo-4-nitrobenzoate

Name: Methyl 3-bromo-4-nitrobenzoate
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CAS No. 126759-30-6
Cat. No. CS-0035993
Molecule weight260.04
Purity≥95%
MDL No.MFCD11045599

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Methyl 3-bromo-4-nitrobenzoate|CS-0035993

Structure of 126759-30-6

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General Information

CAS No. 126759-30-6
Cat. No. CS-0035993
Purity ≥95%
MDL No. MFCD11045599
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNO₄
Molecular Weight 260.04
Synonym(s) Benzoic acid, 3-bromo-4-nitro-, methyl ester
SMILES COC(=O)C1=CC(=C(C=C1)[N+](=O)[O-])Br

Description

Methyl 3-bromo-4-nitrobenzoate features a bromine atom at the meta position relative to the ester and a nitro group at the para position, creating a highly electron-deficient aromatic system. This configuration enables selective cross-coupling reactions under palladium catalysis, delivering complex aryl motifs with high regiocontrol. The compound exhibits excellent bench stability and solubility in common organic solvents, simplifying handling in synthetic workflows.

Application

Methyl 3-bromo-4-nitrobenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling selective functionalization at the bromo and nitro positions. The bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the nitro group allows for controlled reduction to an amine or further transformation into heterocyclic scaffolds. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthesis and process development workflows.

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 69.44
LogP 2.1439
H_Acceptors 4
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 3-bromo-4-nitrobenzoate

CAS No. 126759-30-6

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