2-Bromo-5-methyl-4-nitropyridine

Name: 2-Bromo-5-methyl-4-nitropyridine
Brand: ChemScene
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CAS No. 66092-62-4
Cat. No. CS-0046906
Purity≥95%
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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2-Bromo-5-methyl-4-nitropyridine|CS-0046906

Structure of 66092-62-4

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General Information

CAS No. 66092-62-4
Cat. No. CS-0046906
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₂
Molecular Weight 217.02
Synonym(s) None
SMILES [O-][N+](C1=C(C=NC(Br)=C1)C)=O

Description

2-Bromo-5-methyl-4-nitropyridine features a strategically positioned bromine atom and nitro group on a pyridine core, enabling direct functionalization in cross-coupling reactions. The methyl substituent enhances electron density at the 5-position, improving reactivity in palladium-catalyzed transformations. This bench-stable heterocycle integrates readily into complex molecular architectures.

Application

2-Bromo-5-methyl-4-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined reactivity at the bromine site. The nitro group provides a handle for selective reduction or further functionalization, while the methyl substituent enhances electronic modulation and steric control. This compound exhibits excellent bench stability and facilitates efficient purification, making it ideal for constructing complex pyridine-based scaffolds in medicinal chemistry and materials science 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 56.03
LogP 2.06072
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-methyl-4-nitropyridine

CAS No. 66092-62-4

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