4-Bromo-2,2'-bipyridine

Name: 4-Bromo-2,2'-bipyridine
Brand: ChemScene
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CAS No. 14162-95-9
Cat. No. CS-W004575
Purity≥98%
MDL No.MFCD09910216

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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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Structure of 14162-95-9

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Description

4-Bromo-2,2'-bipyridine features a bromine substituent at the 4-position of one bipyridine ring, enhancing its utility in transition metal coordination. This electron-deficient ligand integrates readily into catalytic systems and stabilizes complexes under oxidative conditions. The molecule exhibits bench-stable handling and facilitates modular assembly in coordination chemistry applications.

Application

4-Bromo-2,2'-bipyridine serves as a versatile ligand precursor in transition metal catalysis, enabling efficient palladium-catalyzed cross-coupling reactions. Its bromine substituent provides a reliable handle for further functionalization via standard Suzuki, Stille, or Negishi coupling protocols. The bipyridine core offers strong chelation to late-transition metals, enhancing catalyst stability and selectivity in complex synthetic sequences. Bench-stable and readily purified by recrystallization, it functions as a key building block in the construction of luminescent materials and catalytic frameworks.

General Information

CAS No. 14162-95-9
Cat. No. CS-W004575
Purity ≥98%
MDL No. MFCD09910216
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇BrN₂
Molecular Weight 235.08
Synonym(s) 4-Bromo-2,2'-bipyridyl
SMILES BrC1=CC=NC(=C1)C2=NC=CC=C2

Computational Chemistry Data

TPSA 25.78
LogP 2.9061
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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

Catalysts and Ligands Ligands Pyridine Ligands Bipyridine Ligands

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

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

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

Catalysis Nitrogen-Donor Ligands Pyridine Ligands

Catalysis Nitrogen-Donor Ligands Bipyridine Ligands, Terpyridine Ligands

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4-Bromo-2,2'-bipyridine

CAS No. 14162-95-9

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