2-Bromo-3-methyl-5-nitropyridine

Name: 2-Bromo-3-methyl-5-nitropyridine
Brand: ChemScene
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CAS No. 23132-21-0
Cat. No. CS-D0964
Purity≥98%
MDL No.MFCD03095065

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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+

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2-Bromo-3-methyl-5-nitropyridine|CS-D0964

Structure of 23132-21-0

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Description

2-Bromo-3-methyl-5-nitropyridine features a strategically positioned bromine atom flanked by electron-withdrawing nitro and methyl groups, enabling direct functionalization in cross-coupling reactions. The pyridine core provides enhanced solubility and stability under standard conditions, facilitating efficient integration into complex heterocyclic scaffolds for medicinal chemistry applications.

Application

2-Bromo-3-methyl-5-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic sites. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro and methyl functionalities offer orthogonal reactivity for sequential functionalization. Its bench-stable nature and compatibility with common protecting group strategies make it suitable for iterative synthesis of complex pyridine-based scaffolds used in medicinal chemistry and agrochemical development.

General Information

CAS No. 23132-21-0
Cat. No. CS-D0964
Purity ≥98%
MDL No. MFCD03095065
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₂
Molecular Weight 217.02
Synonym(s) 2-Bromo-5-nitro-3-picoline; 2-Bromo-3-methyl-5-nitropyridine
SMILES O=[N+](C1=CN=C(Br)C(C)=C1)[O-]

Computational Chemistry Data

TPSA 56.03
LogP 2.06072
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-3-methyl-5-nitropyridine

CAS No. 23132-21-0

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