5-Bromo-2,2'-bipyridine

Name: 5-Bromo-2,2'-bipyridine
Brand: ChemScene
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CAS No. 15862-19-8
Cat. No. CS-W004577
Purity≥98%
MDL No.MFCD08234848

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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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General Information

CAS No. 15862-19-8
Cat. No. CS-W004577
Purity ≥98%
MDL No. MFCD08234848
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇BrN₂
Molecular Weight 235.08
Synonym(s) 5-Bromo-2,2'-bipyridyl
SMILES BrC=1C=NC(=CC1)C2=NC=CC=C2

Description

5-Bromo-2,2'-bipyridine is a bench-stable ligand featuring a bromine substituent at the 5-position of the bipyridine scaffold. This electron-deficient heterocycle integrates readily into transition metal complexes, particularly palladium and ruthenium systems, where it enhances catalytic activity through improved charge transfer and coordination stability.

Application

5-Bromo-2,2'-bipyridine serves as a versatile building block in transition metal catalysis and ligand design. Its bromine substituent enables efficient Pd-catalyzed cross-coupling reactions, while the bipyridine core provides strong chelation to metals, facilitating applications in homogeneous catalysis and coordination chemistry. The compound exhibits excellent bench stability and is readily purified by crystallization, making it well-suited for routine synthetic workflows in medicinal chemistry and materials science.

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 25.78
LogP 2.9061
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Catalysts and Ligands Ligands Pyridine Ligands Bipyridine Ligands

Catalysis Nitrogen-Donor Ligands Pyridine Ligands

Catalysis Nitrogen-Donor Ligands Bipyridine Ligands, Terpyridine Ligands

Material Science Material Building Blocks Ligands for Functional Metal Complexes Bipyridine Ligands, Terpyridine Ligands

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

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5-Bromo-2,2'-bipyridine

CAS No. 15862-19-8

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