[2,2'-bipyridine]-4-carboxylic acid

Name: [2,2'-bipyridine]-4-carboxylic acid
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CAS No. 1748-89-6
Cat. No. CS-W018446
Molecule weight200.20
Purity≥96%
MDL No.MFCD09414714

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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[2,2'-bipyridine]-4-carboxylic acid|CS-W018446

Structure of 1748-89-6

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General Information

CAS No. 1748-89-6
Cat. No. CS-W018446
Purity ≥96%
MDL No. MFCD09414714
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₈N₂O₂
Molecular Weight 200.20
Synonym(s) 2,2'-Bipyridine-4-carboxylic acid
SMILES O=C(O)C1=CC=NC(=C1)C2=NC=CC=C2

Description

This bipyridine derivative features a carboxylic acid group at the 4-position, enabling versatile coordination in metal-ligand assemblies. The electron-deficient pyridine rings facilitate strong binding to transition metals, while the pendant acid moiety enhances solubility and enables conjugation or immobilization.

Application

[2,2'-bipyridine]-4-carboxylic acid serves as a versatile ligand scaffold in transition metal catalysis, particularly in palladium- and copper-mediated cross-coupling reactions. Its carboxylic acid functionality enables direct conjugation to polymers or solid supports, while the bipyridine core provides strong chelation to late-transition metals. The compound exhibits good bench stability, facilitates purification via crystallization, and functions effectively in both homogeneous and immobilized catalytic systems.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301+H311-H319-H332-H402
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 63.08
LogP 1.8418
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Catalysts and Ligands Ligands Pyridine Ligands Bipyridine 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

Key Words

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[2,2'-bipyridine]-4-carboxylic acid

CAS No. 1748-89-6

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