2-Bromo-5-nitroanisole

Name: 2-Bromo-5-nitroanisole
Brand: ChemScene
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CAS No. 77337-82-7
Cat. No. CS-W014685
Purity≥97%
MDL No.MFCD00041250

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Description

2-Bromo-5-nitroanisole features a bromine atom and a nitro group positioned ortho to a methoxy substituent on the aromatic ring, creating a highly functionalized platform for cross-coupling reactions. This electron-deficient aryl halide integrates seamlessly into palladium-catalyzed transformations, enabling efficient access to complex heterocycles and pharmaceutical intermediates under standard conditions.

Application

2-Bromo-5-nitroanisole serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heterocyclic scaffolds. Its bromine and nitro groups provide orthogonal reactivity for Pd-catalyzed coupling and selective reduction, while the methoxy group enhances solubility and stability. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

General Information

CAS No. 77337-82-7
Cat. No. CS-W014685
Purity ≥97%
MDL No. MFCD00041250
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₃
Molecular Weight 232.03
Synonym(s) 4-Bromo-3-methoxynitrobenzene; 2-Bromo-5-nitroanisole
SMILES COC1=CC([N+]([O-])=O)=CC=C1Br

Computational Chemistry Data

TPSA 52.37
LogP 2.3659
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-nitroanisole

CAS No. 77337-82-7

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