2-Bromo-6-chloro-3-nitropyridine

Name: 2-Bromo-6-chloro-3-nitropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 91678-23-8
Cat. No. CS-W008871
Purity≥95%
MDL No.MFCD09260904

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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-6-chloro-3-nitropyridine|CS-W008871

Structure of 91678-23-8

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General Information

CAS No. 91678-23-8
Cat. No. CS-W008871
Purity ≥95%
MDL No. MFCD09260904
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂BrClN₂O₂
Molecular Weight 237.44
Synonym(s) 2-Bromo-3-nitro-6-chloropyridine; 2-Amino-2-Methyl pyridine
SMILES O=[N+](C1=CC=C(Cl)N=C1Br)[O-]

Description

2-Bromo-6-chloro-3-nitropyridine features a tri-functionalized pyridine core enabling direct coupling in cross-coupling reactions. The electron-deficient ring enhances reactivity in palladium-catalyzed processes, while the bromo and chloro substituents offer orthogonal handles for sequential functionalization. This bench-stable derivative delivers precise regiocontrol in heterocyclic synthesis.

Application

2-Bromo-6-chloro-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The nitro group facilitates subsequent reduction and functionalization, while the bromo and chloro substituents offer complementary sites for selective transformations. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for constructing complex pyridine-based scaffolds in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  27048-04-0
- ~78%
- In-stock
  
  91678-23-8
References
- Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Pflieger, Philippe; Scalone, Michelangelo Patent: US2007/185154 A1, 2007 ; Location in patent: Page/Page column 10 ;

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 56.03
LogP 2.4057
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-6-chloro-3-nitropyridine

CAS No. 91678-23-8

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