2-Bromo-1-methoxy-4-nitrobenzene

Name: 2-Bromo-1-methoxy-4-nitrobenzene
Brand: ChemScene
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CAS No. 5197-28-4
Cat. No. CS-0015276
Purity≥98%
MDL No.MFCD00041242

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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+
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2-Bromo-1-methoxy-4-nitrobenzene|CS-0015276

Structure of 5197-28-4

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Description

2-Bromo-1-methoxy-4-nitrobenzene features a strategically positioned nitro group and methoxy substituent that enhance electrophilic reactivity while maintaining stability under standard conditions. This ortho-directing brominated scaffold enables efficient coupling in cross-coupling reactions, particularly in palladium-catalyzed transformations where precise regiocontrol is required.

Application

2-Bromo-1-methoxy-4-nitrobenzene serves as a versatile aryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The bromine functionality provides high reactivity in Suzuki, Stille, and Negishi couplings, while the methoxy and nitro groups offer orthogonal handle options for further functionalization. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthetic sequences requiring precise regiocontrol.

General Information

CAS No. 5197-28-4
Cat. No. CS-0015276
Purity ≥98%
MDL No. MFCD00041242
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₃
Molecular Weight 232.03
Synonym(s) Anisole, 2-bromo-4-nitro-; 2-Bromo-1-methoxy-4-nitrobenzene
SMILES O=[N+](C1=CC=C(OC)C(Br)=C1)[O-]

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

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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-1-methoxy-4-nitrobenzene

CAS No. 5197-28-4

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